Sterol Ring System Oxidation Pattern in Marine Sponges

作者: Nittala Sarma , M. Krishna , S. Rao

DOI: 10.3390/MD303084

关键词: BiochemistryRing (chemistry)Marine spongesSpongeBiologySterolBiogenesis

摘要: The marine sponges (Porifera) are a unique group of sedentary organisms from which several novel natural products reported, many have useful biological activities. In producing unusual sterols, they occupy preeminent position among the various groups organisms. polar sterols reported as at end year 2002 number about 250; their ring structure changing hundred times. oxidation pattern in sterol system, point view biogenesis seems to be mainly four types. Each sponge species is able produce fitting into one main biogenetic pathways viz., (i) 3β-hydroxy-Δ5-sterol pathway, (ii) 3β-hydroxy-Δ7-sterol (iii) 3β-hydroxy-Δ5,7-sterol and (iv) 3α-hydroxy pathway.

参考文章(126)
M. Valeria D'Auria, Luigi Gomez Paloma, Luigi Minale, Raffaele Riccio, Cecile Debitus, Jereisterol A and B : Two 3β-methoxy-secosteroids from the pacific sponge Jereicopsis graphidiophora. Tetrahedron Letters. ,vol. 32, pp. 2149- 2152 ,(1991) , 10.1016/S0040-4039(00)71261-5
J. C. Braekman, D. Daloze, B. Moussiaux, G. Vandevyver, R. Riccio, Cholest-6-EN-11β, 19-epoxy-3β, 5α, 8α, 9α-tetrol, a novel polyoxygenated steroid from the sponge dysidea tupha Bulletin des Sociétés Chimiques Belges. ,vol. 97, pp. 293- 296 ,(2010) , 10.1002/BSCB.19880970408
Hiroaki Miyaoka, Masakazu Shinohara, Masako Shimomura, Hidemichi Mitome, Akiko Yano, Kazuo Iguchi, Yasuji Yamada, ARAGUSTEROLS E-H, NEW 26,27-CYCLOSTEROLS FROM THE OKINAWAN MARINE SPONGE OF THE GENUS XESTOSPONGIA AND ABSOLUTE CONFIGURATIONS OF XESTOKEROLS A AND B Tetrahedron. ,vol. 53, pp. 5403- 5412 ,(1997) , 10.1016/S0040-4020(97)00231-7
Robert Thomas, Biogenetic speculation and biosynthetic advances Natural Product Reports. ,vol. 21, pp. 224- 248 ,(2004) , 10.1039/B311022M
Simona De Marino, Maria Iorizzi, Franco Zollo, Christos Roussakis, Cécile Debitus, Plakinamines C and D and Three Other New Steroidal Alkaloids from the SpongeCorticium sp. European Journal of Organic Chemistry. ,vol. 1999, pp. 697- 701 ,(1999) , 10.1002/(SICI)1099-0690(199903)1999:3<697::AID-EJOC697>3.0.CO;2-W
John W. Blunt, Brent R. Copp, Robert A. Keyzers, Murray H. G. Munro, Michèle R. Prinsep, Marine natural products Nat. Prod. Rep.. ,vol. 30, pp. 237- 323 ,(2012) , 10.1039/C2NP20112G
Makoto Iwashima, Ikuo Terada, Kazuo Iguchi, Takao Yamori, New Biologically Active Marine Sesquiterpenoid and Steroid from the Okinawan Sponge of the Genus Axinyssa Chemical & Pharmaceutical Bulletin. ,vol. 50, pp. 1286- 1289 ,(2002) , 10.1248/CPB.50.1286
Antonio Guerriero, Michele D'Ambrosio, Francesco Pietra, Cécile Debitus, Olivier Ribes, Pteridines, sterols, and indole derivatives from the lithistid sponge Corallistes undulatus of the Coral Sea Journal of Natural Products. ,vol. 56, pp. 1962- 1970 ,(1993) , 10.1021/NP50101A015
Yong-Li Zhong, Jing-Yu Su, Long-Mei Zeng, Wei Shen, Qi-Wen Wang, Structure of a new sterol from the south china sponge Dysidea fragilis Chinese Journal of Chemistry. ,vol. 11, pp. 560- 564 ,(2010) , 10.1002/CJOC.19930110611
Mark Tischler, Stephen W. Ayer, Raymond J. Andersen, John F. Mitchell, Jon Clardy, Anthosterones A and B, ring A contracted steroids from the sponge Anthoracuata graceae Canadian Journal of Chemistry. ,vol. 66, pp. 1173- 1178 ,(1988) , 10.1139/V88-192