Meroterpenoids from Neosetophoma sp.: A Dioxa[4.3.3]propellane Ring System, Potent Cytotoxicity, and Prolific Expression
Author(s) -
Tamam ElElimat,
Huzefa A. Raja,
Sloan Ayers,
Steven J. Kurina,
Joanna E. Burdette,
Zachary Mattes,
Robert C. Sabatelle,
Jeffrey W. Bacon,
Aaron H. Colby,
Mark W. Grinstaff,
Cedric J. Pearce,
Nicholas H. Oberlies
Publication year - 2019
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.8b03769
Subject(s) - chemistry , propellane , cytotoxicity , stereochemistry , tropolone , ring (chemistry) , cytotoxic t cell , biochemistry , in vitro , bicyclic molecule , organic chemistry
Six fungal metabolites, of which five were new, including one (1) with a dioxa[4.3.3]propellane ring system, were discovered, identified, and structurally elucidated from Neosetophoma sp. (strain MSX50044); these compounds are similar to the bis-tropolone, eupenifeldin. Three of the meroterpenoids are potent cytotoxic agents against breast, ovarian, mesothelioma, and lung cancer cells with nanomolar IC 50 values while not inducing mitochondrial toxicity at 12.5 μM.
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