Aspertaichunol A, an Immunomodulatory Polyketide with an Uncommon Scaffold from the Insect-Derived Endophytic Aspergillus taichungensis SMU01

Autor:	Xia Cheng, Fo-Pei Ma, Yong-Ming Yan, Wen-Li Zhao, Jin Shi, Wei Xiao, En-Guang Bi, Qi Luo
Rok vydání:	2022
Předmět:	Aspergillus Insecta Molecular Structure Polyketides Organic Chemistry Animals Physical and Theoretical Chemistry Biochemistry Biosynthetic Pathways
Zdroj:	Organic Letters. 24:7405-7409
ISSN:	1523-7052 1523-7060
Popis:	Aspertaichunol A (b1/b), a polyketide with a novel scaffold, was isolated from the medicinal insect (iPeriplaneta americana/i)-derived endophyticiAspergillus taichungensis/iSMU01. Its structure was assigned on the basis of spectroscopic data and quantum chemical computational methods. Notably,b1/bpossesses an uncommon tricyclo[6.2.0.0sup2,6/sup]decane motif and an unusual bridgehead double bond (anti-Bredt system). A plausible biosynthetic pathway, involving a key intramolecular [2+2] cycloaddition and a reductive cyclization, is postulated. Finally, the immunomodulatory activity ofb1/bat 20 nM was evaluated by promoting Th9 cell differentiation from naive CD4sup+/supCD62Lsup+/supT cells.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::523483a22cd39a5e2564d93d611693a5 https://doi.org/10.1021/acs.orglett.2c02978 Zobrazit plný text záznamu