Isolation and structure determination of cryptophycins 38, 326, and 327 from the terrestrial cyanobacterium Nostoc sp. GSV 224.
Cryptophycin-38 (2), -326 (3), and -327 (4) are three new trace constituents of the terrestrial cyanobacterium Nostoc sp. GSV 224. Cryptophycin-38 is a stereoisomer of cryptophycin-1 (1) and to date is the only naturally occurring analogue that possesses a S,S epoxide group in unit A. Cryptophycin-327 is a geometric isomer that differs from 1 in having a cis Delta(2)-double bond in unit A. Cryptophycin-326 is related to cryptophycin-21, but has two chlorines ortho to the methoxy group in unit B. The relative and absolute stereochemistries of 2 have been related to known cryptophycins by semisynthesis and/or spectral analysis.
Chaganty
Sreedhara
S
Department of Chemistry, University of Hawaii at Manoa, Honolulu, Hawaii 96822, USA.
Golakoti
Trimurtulu
T
Heltzel
Carl
C
Moore
Richard E
RE
Yoshida
Wesley Y
WY
D018360:Crystallography, X-Ray; D000458:Cyanobacteria / Q000737:chemistry*; D047630:Depsipeptides; D008958:Models, Molecular; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry* / Q000302:isolation & purification*; D013237:Stereoisomerism
D047630:Depsipeptides; D010456:Peptides, Cyclic; C491905:cryptophycin 326; C088419:cryptophycin