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- W2952973306 abstract "The opisthobranch Aplysia depilans contains in its dorsum five unprecedented C-16 and C-18 fatty acid lactones (2−6). Their structures were assigned on the bases of chemical and spectral methods. Lactone 2 is derived by cyclization of 15(S)-hydroxyhexadeca-4(Z),7(Z),10(Z),13(Z)-tetraenoic acid. The absolute stereochemistry at C-15 was determined by Mosher's method after opening of the lactone ring. Two other lactones (3 and 5) result from the cyclization either at C-15 or C-16 of 15,16-dihydroxyoctadeca-9(Z),12(Z)-dienoic acid. They differ from the remaining pair (4 and 6) by the absence of an additional double bond at C-6. S absolute stereochemistry of the free carbinols in 3−6 was suggested by applying Mosher's method. The same absolute stereochemistry was assigned at all lactonized carbinol centers by isomerization of the lactones by ring opening and subsequent enzymatic cyclization." @default.
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- W2952973306 date "1997-08-01" @default.
- W2952973306 modified "2023-10-13" @default.
- W2952973306 title "Structure and Stereochemistry of Aplyolides A−E, Lactonized Dihydroxy Fatty Acids from the Skin of the Marine Mollusk <i>Aplysia depilans</i>" @default.
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- W2952973306 doi "https://doi.org/10.1021/jo961805l" @default.
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