Cyclic peptides from an endophytic fungus obtained from a mangrove leaf (Kandelia candel).
Two new cyclic depsipeptides, 1962A (1) and 1962B (2), along with the three known cyclodipeptides cyclo-(Leu-Tyr) (3), cyclo-(Phe-Gly) (4), and cyclo-(Leu-Leu) (5) were isolated from the fermentation broth of the mangrove endophytic fungus (No. 1962) isolated from an old leaf of Kandelia candel collected in Hong Kong. Through spectroscopic experimentation, X-ray crystallographic analysis, and acid hydrolysis followed by chiral HPLC analysis, their structures were established to be 1962A, cyclo-(D-Leu-Gly-L-Tyr-L-Val-Gly-S-O-Leu) (1), and 1962B, cyclo-(D-Leu-Gly-L-Phe-L-Val-Gly-S-O-Leu) (2), respectively. Both of these new cyclo-depsipeptides were found to contain one d-amino acid. In the MTT bioassay, 1962A (1) showed weak activity against human breast cancer MCF-7 cells.
Huang
Huarong
H
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100083, People's Republic of China.
She
Zhigang
Z
Lin
Yongcheng
Y
Vrijmoed
L L P
LL
Lin
Wenhan
W
D000596:Amino Acids / Q000737:chemistry; D018360:Crystallography, X-Ray; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005260:Female; D005658:Fungi / Q000737:chemistry*; D006723:Hong Kong; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry; D018515:Plant Leaves / Q000737:chemistry; D043982:Rhizophoraceae / Q000382:microbiology; D013237:Stereoisomerism
D000596:Amino Acids; D047630:Depsipeptides; D010456:Peptides, Cyclic; C525426:cyclo-(D-Leu-Gly-L-Phe-L-Val-Gly-S-O-Leu); C525425:cyclo-(D-Leu-Gly-L-Tyr-L-Val-Gly-S-O-Leu)