Journal
ORGANIC LETTERS
Volume 18, Issue 3, Pages 528-531Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03553
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Funding
- National Institute of Mental Health's Psychoactive Drug Screening Program [HHSN-271-2008-00025-C]
- FCT (Science and Technology Foundation, Portugal [SFRH/BPD/77720/2011]
- Fundação para a Ciência e a Tecnologia [SFRH/BPD/77720/2011] Funding Source: FCT
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The marine-derived fungus Stachylidium sp. was isolated from the sponge Callyspongia sp. cf. C. flammea. Culture on a biomalt medium supplemented with sea salt led to the isolation of two new, most unusual N-methylated peptides, i.e., the tetrapeptides endolide A and B (1 and 2). Both of these contain the very rare amino acid 3-(3-furyl)-alanine. In radioligand binding assays endolide A (1) showed affinity to the vasopressin receptor 1A with a K-i of 7.04 mu M, whereas endolide B (2) exhibited no affinity to the latter receptor, but was selective toward the serotonin receptor 5HT(2b) with a K-i of 0.77 mu M.
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