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Ten‐Membered Substituted Cyclic 2‐Oxecanone (Decalactone) Derivatives from Latrunculia corticata , a Red Sea Sponge
Author(s) -
Řezanka Tomáš,
Dembitsky Valery M.
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300012
Subject(s) - chemistry , glycoside , sponge , stereochemistry , organic chemistry , botany , biology
Two novel glycosides, latrunculinosides A and B, containing substituted 2‐oxecanones (decalactones) were isolated from Latrunculia corticata collected in the Gulf of Aqaba, Israel. They were characterized by spectroscopic methods, predominantly 1 H NMR, 13 C NMR, MS, IR and UV, and by chemical degradation. Both glycosides contain unusual saccharides such as β‐ D ‐olivose, β‐ L ‐digitoxose, α‐ L ‐amicetose, and β‐ D ‐oliose. The compounds gave positive results in antifeeding activity assays. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)