本論文主要研究四種綠島產軟珊瑚(Clavularia viridis、Xenia florida、Cespitularia taeniata May、Cespitularia hypotentaculata)與一種墾丁產軟珊瑚(Sarcophyton stolidotum)，對這些珊瑚以化學方式分析其乙酸乙酯萃取層中所含之成分，一共獲得六十個海洋天然物，其中有二十九個新化合物並製作三個新衍生物，並對分離出之化合物作抗癌活性分析。
在羽珊瑚Clavularia viridis中分離出六個類前列腺素新化合物，命名為4-deacetoxyl-12-O-deacetylclavulone I (1)、4-deacetoxyl-12-O-deacetylclavulone II (2)、bromovulone II (3)、iodovulone II (4)、4-deacetoxyl-12-O-deacetylclavuloneIII (5)與bromovulone III (6)，以及七個已知的類前列腺素化合物clavulone I (33)、clavulone II (34)、chlorovulone II (35)、4-deacetoxylclavulone II (36)、clavulone III (37)、chlorovulone III (38)及7-acetoxy-7,8-dihydroiodovulone I (39)；在珊瑚Xenia florida中分離出三個新化合物，命名為florxenilides A-C (7-9)，並對florxenilide A與C作了酯化與氧化反應，得到了三個新的衍生物10-benzoylflorxenilide A (10)、florxenilide C monoacetate (11)與10-dehydroflorxenilide A (12)，外還分到了七個xenicane-type雙萜類化合物，分別為xeniafaraunol A (40)、xeniafaraunol B (41)、 florlide A (42)、florlide C (43)、florlide D (44)、9-deoxyxeniolide A (45)與9-deoxyxeniolide B (46)，此外還分離出兩個cadinene-type倍半萜化合物xenitorin A (47)和xenitorinB (48)；在珊瑚Cespitularia taeniata May中分離出十個含氮的萜類新化合物，命名為cespitulactams D-K (13-20)與taenialactams A-B (21-22)，另外也分離到四個已知之化合物，atractylenolactam (49)、cespitulactam A (50)、cespitulactam C (51)及cespitularin F (52)；在珊瑚Cespitularia hypotentaculata中分離出三個新化合物，命名為cespihypotins E, F, H (23, 24, 25)，以及七個已知化合物cespihypotin G (53)、cespitulactone A (54)、cespitularin F (52)、cespitularin D (56)與cespihypotin A-C (55, 57, 58)；在墾丁產珊瑚Sarcophyton stolidotum中分離出七個cembrane骨架的新化合物，命名為sarcostolides A-G (26-32)，以及兩個已知化合物isosarcophytoxide (59)與isosarcophine (60)。
上述之化合物之結構都是由各種物理數據(IR, Mass, UV, 旋光值)，配合NMR圖譜，並且比對過去文獻中所記載之數據所鑑定的，立體結構的判定則是以NOESY圖譜為主，再佐以Mosher’s method以及CD圖譜來判定的；活性部分則委託郭曜豪及顧紀華老師實驗室幫忙測定，其中Clavularia viridis珊瑚中所含之類前列腺素成分，對人體前列腺癌細胞(PC-3)與結腸癌細胞(HT-29)有不錯的抑制活性(bromovulone III (6)之IC50 = 0.5

This dissertation mainly discussed the investigation of five different soft corals collected in Green Island and one soft coral collected in Kenting. They were identified as Clavularia viridis, Xenia florida, Cespitularia taeniata, Cespitularia hypotentaculata, and Sarcophyton stolidotum. In the isolation of these corals, there were sixty natural products discovered, including twenty night new compounds and three new derivatives.
The research of soft coral Clavularia viridis has result in the isolation of six new prostanoids, designated as 4-deacetoxyl-12-O-deacetylclavulone I (1), 4-deacetoxyl-12-O-deacetylclavulone II (2), bromovulone II (3), iodovulone II (4), 4-deacetoxyl-12-O-deacetylclavuloneIII (5), and bromovulone III (6), together with seven known prostanoids, identified as clavulone I (33), clavulone II (34), chlorovulone II (35), 4-deacetoxylclavulone II (36), clavulone III (37), chlorovulone III (38), and 7-acetoxy-7,8-dihydroiodovulone I (39). In the investigation of the soft coral Xenia florida, three new compounds called florxenilides A-C (7-9), has been purified. The research also obtained seven xenicane-type diterpenes, xeniafaraunol A (40), xeniafaraunol B (41), florlide A (42), florlide C (43), florlide D (44), 9-deoxyxeniolide A (45), and 9-deoxyxeniolide B (46) in addition to two cadinene-type sesquiterpenes, xenitorins A (47) and B (48). Florxenilides A and C also treated with some chemical reagents to afford three new derivatives, 10-benzoylflorxenilide A (10), Florxenilide C monoacetate (11), and 10-dehydroflorxenilide A (12). Otherwise, the study in Cespitularia taeniata has afforded ten new nitrogen-containing compounds, cespitulactams D-K (13-20) and taenialactams A-B (21-22), in addition to four known compounds, atractylenolactam (49), cespitulactam A (50), cespitulactam B (51), and cespitularin F (52). Moreover, there were three new compounds, namely cespihypotins E, F, and H (23, 24, 25) have been discovered from another soft coral Cespitularia hypotentaculata. The study of this coral also observed seven known components called cespihypotin G (53), cespitulactone A (54), cespitularin F (52), cespitularin D (56), cespihypotins A-C (55, 57, 58). Investigation of the non-polar extract of the soft coral Sarcophyton stolidotum collected in Kenting resulted in the isolation of seven new 14-membered carbocyclic cembranes, sarcostolides A-G (26-32), together with two known cembranes isosarcophytoxide (59) and isosarcophine (60).
All the structures of above metabolites were elucidated by physical and spectroscopic analyses including IR, Mass, UV, NMR, and optical rotation, and by compared with published data in many previous papers. The stereochemistry of these compounds as determined by NOESY experiments, CD spectroscopic data, and Mosher’s methods. Cytotoxicity tests were measured by Dr. Kuo Yao-Haur and Dr. Guh Jih-Hwa. Isolated marine prostanoids showed potent activities against human prostate carcinoma (PC-3) and colon adenocarcinoma (HT-29) cells. Among them bromovulone III (6) had the most potent cytotoxicity against both cell lines at IC50 0.5

目 錄
頁數
第一部份 序論
第一章 前言-------------------------------------------------------------------------------------1
第二章 研究動機與展望----------------------------------------------------------------------2
第三章 相關化合物之研究回顧
第一節Clavularia屬-------------------------------------------------------------------------4
第二節 Xenia屬-----------------------------------------------------------------------------13
第三節 Cespitularia屬---------------------------------------------------------------------33
第四節 Sarcophyton屬-------------------------------------------------------------------- 36
第二部分 材料與方法
第一章 樣品的採集與分類地位
第一節 Clavularia viridis ----------------------------------------------------------------52
第二節 Xenia florida----------------------------------------------------------------------52
第三節 Cespitularia taeniata ------------------------------------------------------------53
第四節Cespitularia hypotentaculata-----------------------------------------------------53
第五節Sarcophyton stolidotum-----------------------------------------------------------54
第二章 分離與純化
第一節 Clavularia viridis-----------------------------------------------------------------55
第二節 Xenia florida ----------------------------------------------------------------------58
第三節 Cespitularia taeniata -------------------------------------------------------------61
第四節Cespitularia hypotentaculata ----------------------------------------------------64
第五節Sarcophyton stolidotum ---------------------------------------------------------67
第三章 結構之鑑定
第一節 儀器--------------------------------------------------------------------------------70
第二節 矽膠與溶劑-----------------------------------------------------------------------71
第三部分 結果與討論
第一章 Clavularia viridis
4-deacetoxyl-12-O-deacetylclavulone I (1)之結構解析----------------------------------72
4-deacetoxyl-12-O-deacetylclavulone II (2)之結構解析---------------------------------78
Bromovulone II (3)之結構解析--------------------------------------------------------------84
Iodovulone II (4)之結構解析-----------------------------------------------------------------88
4-deacetoxyl-12-O-deacetylclavulone III (5)之結構解析--------------------------------94
Bromovulone III (6)之結構解析-----------------------------------------------------------100
第二章 Xenia florida
Florxenilide A (7)之結構解析--------------------------------------------------------------106
Florxenilide B (8)之結構解析--------------------------------------------------------------114
Florxenilide C (9)之結構解析--------------------------------------------------------------119
Florxenilide A-10-O-benzoate (10)之結構解析------------------------------------------126
Florxenilide C monoacetate (11)之結構解析---------------------------------------------129
10-dehydroflorxenilide A (12)之結構解析-----------------------------------------------132
第三章 Cespitularia taeniata
Cespitulactam D (13)之結構解析----------------------------------------------------------135
Cespitulactam E (14)之結構解析----------------------------------------------------------143
Cespitulactam F (15)之結構解析-----------------------------------------------------------147
Cespitulactam G (16)之結構解析----------------------------------------------------------152
Cespitulactam H (17)之結構解析----------------------------------------------------------157
Cespitulactam I (18)之結構解析-----------------------------------------------------------162
Cespitulactam J (19)之結構解析-----------------------------------------------------------169
Cespitulactam k (20)之結構解析-----------------------------------------------------------174
Taenialactam A (21)之結構解析------------------------------------------------------------181
Taenialactam B (22)之結構解析-----------------------------------------------------------187
第四章 Cespitularia hypotentaculata
Cespihypotin E (23)之結構解析------------------------------------------------------------192
Cespihypotin F (24)之結構解析------------------------------------------------------------198
Cespihypotin H (25)之結構解析-----------------------------------------------------------204
第五章 Sarcophyton stolidotum
Sarcostolide A (26)之結構解析------------------------------------------------------------210
Sarcostolide B (27)之結構解析------------------------------------------------------------217
Sarcostolide C (28)之結構解析------------------------------------------------------------224
Sarcostolide D (29)之結構解析------------------------------------------------------------231
Sarcostolide E (30)之結構解析------------------------------------------------------------237
Sarcostolide F (31)之結構解析------------------------------------------------------------244
Sarcostolide G (32)之結構解析------------------------------------------------------------250
第六章 活性測試結果
第一節 Clavularia viridis -------------------------------------===-----------------------256
第二節 Xenia florida ------------------------------------------------===-----------------257
第三節 Sarcophyton stolidotum ------------------------------------===-----------------258
第四部份 結論------------------------------------------------------------------------259
第五部分 參考文獻----------------------------------------------------------------263

1. 邵廣昭「海洋生物之多樣性及保育」。
2. J. W. Blunt; B. R. Copp; M. H. G. Munro; P. T. Northcote; M. R. Prinsep; “Marine Natural Products” Nat. Prot. Rep. 2006, 23, 26-78.
3. D. J. Newman; G. M. Cragg; “Marine Natural Products and Related Compounds in Clinical and Advanced Preclinical Trials”, J. Nat. Prod., 2004, 67, 1216-1238.
4. K. Rinehart; J. B. Gloer; J. C.Cook; “Structures of the Didemnins, Antiviral and Cytotoxic Depsipeptides from a Caribbean Tunicate”J. Am. Chem. Soc. 1981, 103, 1857-1859.
5. M. Suffness; D. J. Newman; K. M. Sander; Bioorg. Mar. Chem., 1989; Vol 3. pp 131-167.
6. 趙世民、蘇焉「海中的熱帶雨林－珊瑚礁」，國立自然科學博物館，民國89年出版。
7. 方力行「珊瑚學－兼論台灣的珊瑚資源」，黎明文化事業股份有限公司，民國78年出版。
8. 戴昌鳳「墾丁國家公園－珊瑚之美」，內政部營建署墾丁國家公園管理處，民國86年出版。
9. T. Lindel; P. R. Jensen; W. Fenical; B. H. Long; A. M. Casazza; J. Carboni; C. R. Fairchild; “Eleutherobin, a New Cytotoxin that Mimics Paclitaxel (Taxol) by Stabilizing Microtubules”, J. Am. Chem. Soc. 1997, 119, 8744-8745.
10. P. J. Scheuer; J. W. Blunt; W. Fenical; N. Fusetani; P. Karuso; R. T. Luibrand; M. H. G. Munro; V. J. Paul; Bioorg. Mar.Chem., 1987; Vol 1. pp112-114.
11. H. Kikuchi; Y. Tsukitani; K. Iguchi; Y. Yamada; “Clavulones, New Type of Prostanoids from the Stolonifer Clavularia viridis Quoy and Gaimard”, Tetrahedron Lett. 1982, 23, 5171-5174.
12. M. Kobayashi; T. Yasuzawa; M. Yoshihara; H. Akutsu; Y. Kyogoku; I. Kitagawa; “Four New Prostanoids: Claviridenone-A, -B, -C, and –D from the Okinawan Soft Coral Clavularia viridis”, Tetrahedron Letters. 1982, 23, 5331-5334.
13. K. Iguchi; Y. Yamada; H. Kikuchi; Y. Tsukitani; “Novel C-20-oxygenated Prostanoids, 20-Acetoxyclavulones, from the Stolonifer Clavularia viridis Quoy and Gaimard”, Tetrahedron Lett. 1983, 24, 4433-4434.
14. K. Iguchi; S. Kaneta; K. Mori; Y. Yamada; A. Honda; Y. Mori; “Chlorovulones, New Halogenated Marine Prostanoids with an Antitumor Activity from the Stolonifer Clavularia viridis Quoy and Gaimard”, Tetrahedron Lett. 1985, 26, 5787-5790.
15. H. Nagaoka; K. Iguchi; T. Miyakoshi; N. Yamada; Y. Yamada; “Determination of Absolute Configuration of Chlorovulones by CD Measurement and by Enantioselective Synthesis of (－)-Chlorovulone II”, Tetrahedron Lett. 1986, 27,.223-226.
16. B. J. Baker; R. K. Okuda; P. T. K. Yu; P. J. Scheuer; “Punaglandins: Halogenated Antitumor Eicosanoids from the Octocoral Telesto riisei”, J. Am. Chem. Soc. 1985, 107, 2977-2978.
17. K. Iguchi; S. Kaneta; K. Mori; Y. Yamada; A. Honda; Y. Mori; “Bromovulone I and Iodovulone I, Unprecedented Brominated and Iodinated Marine Prostnoids with Antitumor Activity Isolated from the Japanese Stolonifer Clavularia viridis Quoy and Gaimard”, J. Chem. Soc., Chem. Commun. 1986, 981-982.
18. K. Iguchi; S. Kaneta; K. Mori; Y. Yamada; “A New Marine Epoxy Prostanoid with an Antiproliferative Activity from the Stolonifer Clavularia viridis Quoy and Gaimard”, Chem. Pharm. Bull. 1987, 35, 4375-4376.
19. B. J. Baker; P. J. Scheuer; “The Punaglandins: 10-Chloroprostanoids from the Octocoral Telesto riisei”, J. Nat. Prod. 1994, 57, 1346-1353.
20. K. Iguchi; M.Iwashima; K. Watanabe; “Calvulolactones, New Marine Prostanoids with a γ-lactonic Moiety in the α-side-chain from the Okinawan Soft Coral, Clavularia viridis”, J. Nat. Prod. 1995, 58, 790-793.
21. K.Watanabe; M. Iwashima; K. Iguchi; “New Marine Prostanoids Carboxylate Salts from the Okinawan Soft Coral, Clavularia viridis”, J. Nat. Prod. 1996, 59, 980-982.
22. M. Iwashima; K. Watanabe; K. Iguchi; “New Marine Prostanoids, Preclavulone Lactones, from the Okinawan Soft Coral, Clavularia viridis”, Tetrahedron Lett. 1997, 38, 8319-8322.
23. M. Iwashima; K. Okamoto; Fumi Konno; K. Iguchi; “New Marine Prostanoids from the Okinawan Soft Coral, Clavularia viridis”, J. Nat. Prod. 1999, 62, 352-354.
24. M. Iwashima; K. Okamoto; Y. Miyai; K. Iguchi; “4-epiclavulones, New Marine Prostanoids from the Okinawan Soft Coral, Clavularia viridis”, Chem. Pharm. Bull. 1999, 47, 884-886.
25. M. Iwashima; K. Okamoto; K. Iguchi; “Clavirins, a New type of Marine Oxylipins with Growth-Inhibitory Activity from the Okinawan Soft Coral, Clavularia viridis”, Tetrahedron Lett. 1999, 40, 6455-6459.
26. K. Watanabe; M. Sekine; H. Takahashi; K. Iguchi; “New Halogennated Marine Prostanoids with Cytotoxic Activity from the Okinawan Soft Coral Clavularia viridis”, J. Nat. Prod. 2001, 64, 1421-1425.
27. M. Iwashima; I. Terada; K. Okamoto; K. Iguchi; “Tricycloclavulone and Clavubicyclone, Novel Prostanoids-Related Marine Oxylipins, Isolated from the Okinawan Soft Coral, Clavularia viridis”, J. Org. Chem. 2002, 67, 2977-2981.
28. C. Y. Duh; A. A. H. El-Gamal; C. J. Chu; S. K. Wang; C. F. Dai; “New Cytotoxic Constituents from the Formosan Doft Corals Clavularia viridis and Clavularia violacea”, J. Nat. Prod. 2002, 65, 1535-1539.
29. K. Watanabe; M. Sekine; K. Iguchi; “Isolation and Structures of New Halogenated Prostanoids from the Okinawan Soft Coral Clavularia viridis”, J. Nat. Prod. 2003, 66, 1434-1440.
30. D. J. Vanderah; P. A. Steudler; L. S. Ciereszko; F. J. Schmitz; J. D. Ekstrand; D. van der Helm; “Marine Natural Products. Xenicin: a Diterpenoid Possessing a Nine-Membered Ring from the Soft Coral, Xenia elongate”, J. Am. Chem. Soc. 1977, 99, 2977-2978.
31. Y. Kashman; A. Groweiss; “New Diterpenoids from the Soft Coral Xenia macrospiculata and Xenia obscuronata”, J. Org. Chem., 1979, 45, 3814-3824.
32. A. Groweiss; Y. Kashman; “Eight New Xenia Diterpenoids from Three Soft Corals of the Red Sea”, Tetrahedron. 1983, 39, 3385-3396.
33. M. Kobayashi; C. Zheng; C. Yang; Y. Kyogoku; I. Kitagawa; “Xeniolone and Isoxeniolone Two New Diterpenes Having a Perhydroazulene Skeleton from an Okinawan Soft Coral of Xenia sp”, Chem. Pharm. Bull. 1985, 33, 1309-1312.
34. B. F. Bowden; J. C. Coll; R. H. Willis; “Study of Australian Soft Corals. XXXIX. New Sesquiterpene Metabolites from several Xenia species”, Aust. J. Chem. 1986, 39, 1717-1722.
35. I. Kitagawa; M. Kobayashi; C. Zheng; C. Yang; “Marine Natural Products. XVI. Structures of Five New Diterpenes from an Okinawan Soft Coral of Xenia sp. (Xeniidae)”, Chem. Pharm. Bull. 1986, 34, 4641-4652.
36. B. F. Bowden; J. C. Coll; L. M. Engelhardt; A. Heaton; A. H. White; “Studies of Australian Soft Corals. XLI. Structure Determination of a New Sesquiterpene from Xenia novae-britanniae and an Investigation of a Xenia Species”, Aust. J. Chem. 1987, 40, 1483-1489.
37. H. Lelong; A. Ahond; A. Chiaroni; C. Poupat; C. Riche; P. Potier; J. Pusset; M. Pusset; P. Laboute; et J.-L. Menou; “Invertebres Marins Du Lagon Neo-Caledonien, XIII. Metabolites Terpeniques de Xenia membranacea”, J. Nat. Prod. 1987, 50, 203-210.
38. A. Almourabit; A. Ahond; A. Chiaroni; C. Poupat; C. Riche; P. Potier; P. Laboute; et J. L. Menou; “Invertebres Marins Du Lagon Neo-Caledonien, IX. Havannachlorhydrines, Nouveaux Metabolites de Xenia membranacea: Etude structurala et Configuration Absolue”, J. Nat. Prod. 1988, 51, 282-292.
39. A. Almourabit; B. Gillet; A. Ahond; J. –C. Beloeil; C. Poupat; et P. Potier; “Invertebres Marins Du Lagon Neo-Caledonien, XI. Les Desoxyhavannahines, Nouveaux Metabolites de Xenia membranacea”, J. Nat. Prod. 1989, 52, 1080-1087.
40. A. Almourabit; A. Ahond; C. Poupat; et P. Potier; “Invertebres Marins Du Lagon Neo-Caledonien, XII. Isolement et Etude Structurale de Nouveaux Diterpenes Extraits de L’alcyonaire Xenia membranacea”, J. Nat. Prod. 1990, 53, 894-908.
41. Y. Kashman; M. Saltoun; A. Rudi; Y. Benayahu; “Xeniafaraunol A and B, and Faraunatin; Three New Cytotoxic Diterpenes from the Soft Coral Xenia faraumensis”, Tetrahedron Lett. 1994, 35, 8855-8858.
42. T. Iwagawa; Jun-ich Kawasaki; T. Hase; Chao-Mei Yu; John A. Walter; Jeffrey L. C. Wright; “A New Tricarbocyclic Diterpene Structure from the Soft Coral Xenia florida”, J. Chem. Soc., Chem. Commun. 1994, 2073-2074.
43. T. Miyamoto; Y. Takennaka; K. Yamada; R. Higuchi; “Bioactive Diterpenoids from Octocorallia,2. Deoxyxeniolide B, a Novel Ichthyotoxic Diterpenoid from the Soft Coral Xenia elongate”, J. Nat. Prod. 1995 58, 924-928.
44. T. Iwagawa; Y. Amano; T. Hase; M. Shiro; “New Xenia Diterpenoids from a Soft Coral, Xenia Species”, Chemistry Letter. 1995, 36, 695-696.
45. T. Iwagawa; Y. Amano; T. Hase; M. Shiro; “New Xenia Diterpenoids from a Soft Coral, Xenia Species”, Tetrahedron. 1995, 51, 11111-11118.
46. T. Iwagawa; T. Masuda; Hiroaki Okamura; M. Nakatani; “New Xenia Diterpenoids from a Xenia Species of a Soft Coral”, Tetrahedron. 1996, 52, 13121-13128.
47. T. Iwagawa; Y. Amano; M. Shiro; T. Hase; “New Xenia Diterpenoids from a Soft Coral, Xenia Species Containing Fatty Acyl Side Chains”, Bull. Chem. Soc. Jpn. 1996, 69, 1309-1312.
48. T. Iwagawa; Y. Amano; H. Okamura; M. Nakatani; T. Hase; “New Xenia Diterpenoids from a Soft Coral, Xenia Species”, Heterocycles. 1996, 43, 1271-1277.
49. T. Iwagawa; Jun-ich Kawasaki; T. Hase; Jeffrey L. C. Wright; “New Di- and Tricarbocyclic Diterpenes Possessing a Bicyclic [4.3.1] Ring System Isolated from the Soft Coral Xenia florida”, Tetrahedron. 1997, 53, 6809-6816.
50. T. Iwagawa; Jun-ich Kawasaki; T. Hase; “New Xenia Diterpenes Isolated from the Soft Coral, Xenia florida”, J. Nat. Prod. 1998, 61, 1513-1515.
51. H. Miyaoka; M. Nakano; K. Iguchi; Y. Yamada; “Three New Xenicane Diterpenoids from Okinawan Soft Coral of the Genus Xenia”, Tetrahedron. 1999, 55, 12977-12982.
52. H. Miyaoka; H. Mitome; M. Nakano; Y. Yamada; “Xeniaoxolane: a New Xenicane-type Diterpenoid from the Okinawan Soft Coral, Xenia sp.; Absolute Configurations of Xwniaoxolane, Xeniolide-A and Xenialactol”, Tetrahedron. 2000, 56, 7737-7740.
53. T. Iwagawa; K. Nakamura; T. Hirose; H. Okamura; M. Nakatani; “New Xenicane Diterpenes Isolated from the Acetone Extract of the Soft Coral Xenia florida”, J. Nat. Prod. 2000, 63, 468-472.
54. C. Anta; N. Conzalez; G. Santafe; J. Rodriguez; C. Jimenez; “New Xenia Diterpenoids from the Indonesian Soft Coral Xenia sp.”, J. Nat. Prod. 2002, 65, 766-768.
55. C.Y. Duh; A. A. H. El-Gamal; C. Y. Chiang; C. J. Chu; S. K. Wang; C. F. Dai; “New Cytotoxic Xenia Diterpenoids from the Formosan Soft Coral Xenia umbellate”, J. Nat. Prod. 2002, 65, 1882-1885.
56. C. Y Duh; S. C. Cjien; P. Y. Song; S. K. Wang; A. A. H. El-Gamal; C. F. Dai; “New Cadinene Sesquiterpenoids from the Formosan Soft Coral Xenia puetro-galerae”, J. Nat. Prod. 2002, 65, 1853-1856.
57. A. A. Ell-Gamal; C. Y. Chiang; S. H. Huang; S. K. Wang; C. Y. Duh; “Xenia Diterpenoids from the Formosan Soft Coral Xenia blumi”, J. Nat. Prod. 2005, 68, 1336-1340.
58. A. A. Ell-Gamal; S. K. Wang; C. Y. Duh; “Xenibellal, a Novel Norditerpenoid from the Formosan Soft Coral Xenia umbellate”, Tetrahedron Lett. 2005, 46, 4499-4500.
59. A. A. Ell-Gamal; S. K. Wang; C. Y. Duh; “Umbellactal, a Novel Diterpenoid from the Formosan Soft Coral Xenia umbellate”, Tetrahedron Lett. 2005, 46, 6095-6096.
60. A. A. Ell-Gamal; S. K. Wang; C.Y. Duh; “Xenibellols A and B, New Diterpenoids from the Formosan Soft Coral Xenia umbellate”, Org. Lett. 2005, 7, 2023-2025.
61. Y. C. Shen; Y. C. Lin; A. F. Ahmeda; Y. H. Kuo; “New xenicane diterpenoids from Xenia florida”, Tetrahedron Lett. 2005, 46, 4793-4796.
62. A. A. H. El-Gamal; S. K. Wang; C. Y. Duh; “Cytotoxic Xenia diterpenoids from the soft coral Xenia umbellata”, J. Nat. Prod. 2006, 69, 338-341.
63. A. Bishara; A. Rudi; I. Goldberg; Y. Benayahu; Y. Kashman; ”Novaxenicins A–D and xeniolides I–K, seven new diterpenes from the soft coral Xenia novaebrittanniae”, Tetrahedron. 2006, 62, 12092-12097.
64. C. Y. Duh; A. A. H. El-Gamal; S. K. Wang; C. F. Dai; “Novel Terpenoids from the Formosan Soft Coral Cespitularia hypotentaculata”, J. Nat. Prod. 2002, 65 1429-1433.
65. Y. C. Shen; Y. S. Lin; Y. H. Kuo; Y. B. Cheng; “Cespitulactams A, B, and C, Three New Nitrogen-containing Diterpenes from Cespitularia taeniata May”, Tetrahedron Lett. 2005, 46, 7893-7897.
66. Y. C. Shen; C. J. Ho; Y. H. Kuo; Y. S. Lin; “Cespitulactones A and B, New Diterpenoids from Cespitularia taeniata”, Bioorg. & Med. Chem. Lett. 2006, 16, 2369–2372.
67. C. Y. Duh; C. H. Li; S. K. Wang; C. F. Dai; “Diterpenoids, Norditerpenoids, and Secosteroids from the Formosan Soft Coral Cespitularia hypotentaculata”, J. Nat. Prod. 2006, 69, 1188-1192.
68. Y. C. Shen; J. J. Lin; Y. R. Wu; J. Y. Chang; C. Y. Duh; K. L. Lo; “New norditerpenoids from Cespitularia hypotentaculata”, Tetrahedron lett. 2006, 47, 6651-6655.
69. U. Shmeuli; E.Zadock; Y. Kashman; “Sarcophine, A New Epoxy Cembranolide from Marine Origin”, Tetrahedron. 1974, 30, 2817-2824.
70. E. Arie; N. Ishak; “Inhibition of Phosphofructokinase by theToxic Chembranolide Sarcophine isolated from the Soft-Bodied CoralSarcophyton glaucum”, Toxicon. 1977, 15, 207-215.
71. J. C. Coll; G. B. Hawes; N. Liyanage; W. Oberhansli; R. J. Wells,; “Studies of Australian Soft Corals. A New Cembrenoid Diterpene from a Sarcophyton Species”, Aust. J. Chem. 1977, 30, 1305-1309.
72. J. A. Toth; B. J. Burreson; J. Clardy; J. Finermoore; P. J. Scheuer,; “Emblide, A New Polyfunctional Cembranolide from the Soft Coral Sarcophyton Glaucum”, Tetrahedron. 1980, 36, 1307-1309.
73. J. M. Frincke; D. J. Faulkner; D. E. Mcintyre; “Deoxosarcophine from a Soft Coral, Sarcophyton Sp.”, Tetrahedron Lett.. 1980, 21, 735-738.
74. B. F. Bowden; J. C. Coll; S. J. Mitchell; “Studies of Australian Soft Corals.XVIII Further Cembranoid Diterpenes from Soft Corals of Genus Sarcophyton”, Aust. J. Chem. 1980, 33, 879-884.
75. S. Carmely; A. Groweiss; Y. Kashman; “Decaryiol, a New Cembrane Diterpene from the Marine Soft Coral Sarcophyton decaryi”, J. Org. chem. 1981, 46, 4279-4284.
76. R. Kazlauskas; J. A. Bairdlambert; P. T. Murphy; R. J. Wells; “Two New Cembrane Diterpenes from a Soft Coral (Sarcophyton Species)”, Aust. J. Chem. 1982, 35, 61-68.
77. A. J. Blackman; B. F. Bowden; J.C Coll; B. Frick; M. Mahendran; S. J. Mitchell; “Studies of Australian Soft Corals .XXIX. Several New Cembranoid Diterpenes from Nephthea-Brassica and Related Diterpenes from a Sarcophyton Species”, Aust. J. Chem. 1982, 35, 1873-1880.
78. B. F. Bowden; J. C. Coll; R. H.Willis; “Studies of Australian Soft Corals .XXVII. Two Novel Diterpenes from Sarcophyton glaucum”, Aust. J. Chem. 1982, 35, 621-627.
79. J. Y. Su; J. Clardy; C. H. He; K. H. Long; T. S. Pang; “The Structure of Methyl Isosartortuoate, a Novel Tetracyclic Tetraterpenoid from the Soft Coral Sarcophyton tortuosum”, J. Am. Chem. Soc. 1986, 108, 177-178.
80. H. Fujiki; F. O. Cope; O. G. Issinger,; “Sarcophyton A, a potent tumor promoter inhibitor, prevents phosphorylation of a proteolytic fragment of C23 induced by the non-tpa type tumor promoter, okadaic acid”, Proceedings of the American Association of Cancer Research. 1988, 29, 155.
81. T. Kusumi; M. Igari; M. O. Ishitsuka; A. Ichikawa; Y. Itezono; N. Nakayama; H. Kakisawa; “A Novel Chlorinated Biscembranoid from the Marine Soft Coral Sarcophyton glaucum”, J. Org. chem. 1990, 55, 6286-6289.
82. M. Sugano; T. Shindo; A. Sato; Y.Iijimalk; T. Oshima; H. Kuwano; T. Hata; “Chatancin, a PAF Antagonist from a Soft Coral, Sarcophyton sp.”, J. Org. chem. 1990, 55, 5803-5805.
83. M. Kobayashi; E. Nakano; “Stereochemical Course of the Transannular Cyclization, in Chloroform, of Epoxycembranoids Derived from the Geometrical-Isomers of (14S)-14-Hydroxy - 1, 3, 7, 11-Cembratetraenes”, J. Org. Chem. 1990, 55, 1947-1951.
84. M. O. Ishitsuka; T. Kusumi; H. Kakisawa; “Isolation of a Monomeric Counterpart of the Marine Biscembranoids, a Biogenetic Diels-Alder Precursor”, Tetrahedron Lett. 1991, 32, 25, 2917-2918.
85. U. Anthoni; K. Bock; C. Christophersen; J. O. Duus; E. B. Kjaer; P. H. Nielsen; “Structure of a Novel Antifouling Epoxy Cembrenoid Diterpene from a Sarcophyton Sp.”, Tetrahedron Lett. 1991, 32, 2825-2826.
86. P. A. Leone; B. F. Bowden; A. R. Carroll; J. C. Coll; G. V. Meehan; “Studies of Australian Soft Corals, XLIX. A New Biscembranoid and Its Probable Biosynthetic Precursors from the Soft Coral Sarcophyton Tortuosum”, J. Nat. Prod. 1993, 56, 521-526.
87. T. Iwagawa; Y. Shibata; H. Okamura; M. Nakatani; M. Shiro; “Novel Cembranoids with a 13-Membered Carbocyclic Skeleton from a Soft Coral, Sarcophyton Species”, Tetrahedron Lett. 1994, 35, 8415- 8416.
88. G. J. Greenland; B. F. Bowden; “Cembranoid Diterpenes Related to Sarcophytol-A from the Soft Coral Sarcophyton trocheliophorum”, Aust. J. Chem. 1994, 47, 2013-2021.
89. M. Zhang; K. H. Long; K. Ma; X. L. Huang; H. M. Wu; “A Novel Diterpenoid from the Soft Coral Sarcophyton Solidum”, J. Nat. Prod. 1995, 58, 414-418.
90. T. Iwagawa; S. Nakamura; T. Masuda; H. Okamura; M. Nakatani; M. Siro; “Irregular Cembranoids Containing a 13-Membered Carbocyclic Skeleton Isolated from a Soft Coral, Sarcophyton Species”, Tetrahedron. 1995, 51, 5291-5298.
91. E. Fridkovsky; A. Rudi; Y. Benayahu; Y. Kashman; M. Schleyer; “Sarcoglane, A New Cytotoxic Diterpene from Sarcophyton glaucum”, Tetrahedron Lett. 1996, 37, 6909-6910.
92. T. Iwagawa; S. Nakamura; H. Okamura; M. Nakatani; “Ichthyotoxic Cembranoids from the Soft Coral, Sarcophyton sp.”, Bull. Chem. Soc. Jpn. 1996, 69, 3543-3549.
93. C. Y. Duh; R. S. Hou; “Cytotoxic Cembranoids from the Soft Corals Sinularia gibberosa and Sarcophyton trocheliophorum”, J. Nat. Prod. 1996, 59, 595-598.
94. A. S. R. Anjaneyulu; M. J. R. V. Venugopal; P. Sarada; G. V. Rao; J. Clardy; E. Lobkovsky,; “Sarcophytin, a Novel Tetracyclic Diterpenoid from the Indian-Ocean Soft Coral Sarcophyton Elegans”, Tetrahedron Lett. 1998, 39, 135-138.
95. G. M. König; A. D. Wright; “New Cembranoid Diterpenes from the Soft Coral Sarcophyton Ehrenbergi”, J. Nat. Prod. 1998, 61, 494-496.
96. F. A. Badria; A. N. Guirguis; S. Perovic; R. Steffen; W. E. G. Müller; H. C. Schröder; “Sarcophytolide: a New Neuroprotective Compound from the Soft Coral Sarcophyton glaucum”, Toxicology. 1998, 131, 133-143.
97. T. Iwagawa; R. Nakashima; K. Takayama; H.Okamura; M. Nakatani; M. Doe; K. Shibata; “New Cembranes from the Soft Coral Sarcophyton Species”, J. Nat. Prod. 1999, 62, 1046-1049.
98. V. Anjaneyulu; T. N. Makarieva; S. G. Ilyin; A. S. Dmitrenok; P. Radhika; P. V. Subbarao; V. V. Nesterov; M. Y. Antipin; V. A. Stonik; “Two New Diterpenoids, Sarcophytin-B and Sarcophytin-C, from the Indian-Ocean Soft Coral Sarcophyton Species”, J. Nat. Prod. 2000, 63, 109-111.
99. C.Y. Duh; S. K. Wang; S. G. Chung; G. C. Chou; C. F. Dai; “Cytotoxic Cembrenolides and Steroids from the Formosan Soft Coral Sarcophyton Crassocaule”, J. Nat. Prod. 2000, 63, 1634-1637.
100. N. B. Pham; M. S. Butler; R. J. Quinn; “Naturally Occuring Cembranes from an Australian Sarcophyton Species”, J. Nat. Prod. 2002, 65, 1147-1150.
101. H. Gross; S. Kehraus; M. Nett; G. M. König; W. Beil; A. D. Wright; “New Cytotoxic Cembrane Based Diterpenes from the Soft Corals Sarcophyton cherbonnieri and Nephthea sp.”, Org. Biomol. Chem. 2003, 1, 944-949.
102. H. Gross; A. D. Wright; W. Beil; G. M. König; “Two New Bicyclic Cembranolides from a New Sarcophyton Species and Determination of the Absolute Configuration of Sarcoglaucol-16-one”, Org. Biomol. Chem. 2004, 2, 1133-1138.
103. M. Feller; A. Rudi; N. Berer; I. Goldberg; Z. Stein; Y. Benayahu; M. Schleyer; Y. Kashman; “Isoprenoids of the Soft Coral Sarcophyton glaucum: Nyalolide, a New Biscembranoid, and Other Terpenoids”, J. Nat. Prod. 2004, 67, 1303-1308.
104. L. M. Zeng; W. J. Lan; J. Y. Su; G. W. Zhang; X. L. Feng; Y. J. Liang; X. P. Yang; “Two New Cytotoxic Tetracyclic Tetraterpenoids from the Soft Coral Sarcophyton tortuosum”, J. Nat. Prod. 2004, 67, 1915-1918.
105. J. Rui; Y. W. Guo; E. Mollo; G. Cimino; “Sarcophytonolides A-D, Four New Cembranolides from the Hainan Soft Coral Sarcophyton sp.”, Helv. Chim. Acta. 2005, 88, 1028-1033.
106. D. Grote; H. S. M. Soliman; K. H. Shaker; M. Hamza; K. Seifert; “Cembranoid Diterpenes and a Briarane Diterpene from Coral”, Nat. Prod. Research. 2006, 3, 285-291.
107. J. Rui; Y. W. Guo; E. Mollo; M. Gavagnin; G. Cimino; “Sarcophytonolides E-H, Cembranolides from the Hainan Soft Coral Sarcophyton latum”, J. Nat. Prod. 2006, 69, 819-822.
108. T. Iwagawa; K. Hashimoto; H. Okamura; J. I. Kurawaki; M. Nakatani; D. X. Hou; M. Fujii; M. Doe; Y. Morimoto; K. Takemura; “Biscembranes from the Soft Coral Sarcophyton glaucum”, J. Nat. Prod. 2006, 69, 1130-1133.
109. C. Zhang; J. Li; J. Su; Y. Liang; X. Yang; K. Zheng; L. Zeng; “Cytotoxic Diterpenoids from the Soft Coral Sarcophyton crassocule”, J. Nat. Prod. 2006, 69, 1476-1480.
110. H. C. Huang; A. F. Ahmed; J. H. Su; C. h. Chao; Y. C. Wu; M. Y. Chiang; J. H. Sheu; “Crassocolides A-F, Cembranoids with a trans-Fused Lactone from the Soft Coral Sarcophyton crassocule”, J. Nat. Prod. 2006, 69, 1554-1559.