Sinulochmodins A-C, three novel terpenoids from the soft coral Sinularia lochmodes

被引:82
作者
Tseng, YJ [1 ]
Ahmed, AF
Dai, CF
Chiang, MY
Sheu, JH
机构
[1] Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 804, Taiwan
[2] Univ Mansoura, Fac Pharm, Dept Pharmacognosy, Mansoura 35516, Egypt
[3] Natl Yang Ming Univ, Inst Oceanog, Taipei 112, Taiwan
[4] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 804, Taiwan
关键词
D O I
10.1021/ol051513j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented C,C-linked dimeric norcembranoid (sinulochmodin A, 1), a novel isocembranoid (sinuiochmodin B, 2), and a novel yonarane norditerpenoid (sinulochmodin C, 3) were isolated from the soft coral Sinularia lochmodes. The structures of these metabolites were elucidated by extensive spectroscopic analysis and on the basis of the absolute structures of two related norditerpenoids (4 and 5), which were determined for the first time by a modified Mosher method. A plausible pathway for the biosynthesis of 1 and 3-5 from 2 was postulated.
引用
收藏
页码:3813 / 3816
页数:4
相关论文
共 11 条
[1]   Scabrolides E-G, three new norditerpenoids from the soft coral Sinularia scabra [J].
Ahmed, AF ;
Su, JH ;
Kuo, YH ;
Sheu, JH .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (12) :2079-2082
[2]   New β-caryophyllene-derived terpenoids from the soft coral Sinularia nanolobata [J].
Ahmed, AF ;
Su, JH ;
Shiue, RT ;
Pan, XJ ;
Dai, CF ;
Kuo, YH ;
Sheu, JH .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (04) :592-597
[3]   Five novel norcembranoids from Sinularia leptoclados and S-parva [J].
Ahmed, AF ;
Shiue, RT ;
Wang, GH ;
Dai, CF ;
Kuo, YH ;
Sheu, JH .
TETRAHEDRON, 2003, 59 (37) :7337-7344
[4]   Polyoxygenated steroids from the gorgonian Isis hippuris [J].
Chao, CH ;
Huang, LF ;
Yang, YL ;
Su, JH ;
Wang, GH ;
Chiang, MY ;
Wu, YC ;
Dai, CF ;
Sheu, JH .
JOURNAL OF NATURAL PRODUCTS, 2005, 68 (06) :880-885
[5]   HIGH-FIELD FT NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATIONS OF MARINE TERPENOIDS [J].
OHTANI, I ;
KUSUMI, T ;
KASHMAN, Y ;
KAKISAWA, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4092-4096
[6]   NORCEMBRENE DITERPENOIDS FROM PACIFIC SOFT-CORALS OF THE GENUS SINULARIA (ALCYONACEA, OCTOCORALLIA) [J].
SATO, A ;
FENICAL, W ;
QITAI, Z ;
CLARDY, J .
TETRAHEDRON, 1985, 41 (19) :4303-4308
[7]   The first A-nor-hippuristanol and two novel 4,5-secosuberosanoids from the Gorgonian Isis hippuris [J].
Sheu, JH ;
Chao, CH ;
Wang, GH ;
Hung, KC ;
Duh, CY ;
Chiang, MY ;
Wu, YC ;
Wu, CC .
TETRAHEDRON LETTERS, 2004, 45 (34) :6413-6416
[8]   Scabrolides A-D, four new norditerpenoids isolated from the soft coral Sinularia scabra [J].
Sheu, JH ;
Ahmed, AF ;
Shiue, RT ;
Dai, CF ;
Kuo, YH .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (12) :1904-1908
[9]   A NOVEL NORDITERPENOID FROM THE OKINAWAN SOFT CORAL SINULARIA SP [J].
SHOJI, N ;
UMEYAMA, A ;
ARIHARA, S .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (09) :1651-1653
[10]   Briaexcavatolides X-Z, three new briarane-related derivatives from the gorgonian coral Briareum excavatum [J].
Sung, PJ ;
Hu, WP ;
Wu, SL ;
Su, JH ;
Fang, LS ;
Wang, JJ ;
Sheu, JH .
TETRAHEDRON, 2004, 60 (40) :8975-8979