Weinbersterol disulfates A and B, antiviral steroid sulfates from the sponge petrosia weinbergi

✍ Scribed by Hao H. Sun; Sue S. Gross; Malika Gunasekera; Frank E. Koehn

• Book ID: 104203931
• Publisher: Elsevier Science
• Year: 1991
• Tongue: French
• Weight: 315 KB
• Volume: 47
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)86375-4

✦ Synopsis

Weinbersterol disulfates A (1) and B (2), two new sulfated tetrahydroxy steroids with an unprecedented cyclopropane-containing side chain, were isolated from the sponge Petrosia weinbergi. Both compounds are active in vitro against feline leukemia virus, and I is also active in vitro against HIV. The structures of these two compounds were assigned mainly on the basis of spectral data.

Sulfate esters of polyhydroxylated sterol are uncommon among marine sponges. 25 In the course of our screening program for new bioactive agents from marine organisms, we have isolated two novel antiviral tetrahydroxylated steroid disulfates, designated as weinbersterol disulfates A (1) and B (2), from the sponge Petrosia weinbergi Van Soest (order Haplosclerida, family Petrosidae). Both compounds possess an unprecedented cyclopropane-containing side chain, showing one more example for the diversity in the side chain structures of sponge sterols 6-s. It was found that weinbersterol disulfates A and B exhibited in vitro activity (ECs0 = 4.0 and 5.2 gg/ml, respectively) against the feline leukemia virus (FeLV) 9, and 1 also showed activity against the human immunodeficiency virus (ECs0 = 1.0 ~tg/ml) 1°.