Acaulide, an Osteogenic Macrodiolide from Acaulium sp. H-JQSF, an Isopod-Associated Fungus

Ting Ting Wang; Ying Jie Wei; Hui Ming Ge; Rui Hua Jiao; Ren Xiang Tan

doi:10.1021/acs.orglett.7b03949

Acaulide, an Osteogenic Macrodiolide from Acaulium sp. H-JQSF, an Isopod-Associated Fungus

Org Lett. 2018 Feb 16;20(4):1007-1010. doi: 10.1021/acs.orglett.7b03949. Epub 2018 Jan 27.

Authors

Ting Ting Wang^{1

2}, Ying Jie Wei³, Hui Ming Ge¹, Rui Hua Jiao¹, Ren Xiang Tan^{1

3}

Affiliations

¹ State Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, Nanjing University , Nanjing 210046, China.
² State Key Laboratory of Elemento-organic Chemistry, Nankai University , Tianjin 300071, China.
³ State Key Laboratory Cultivation Base for TCM Quality and Efficacy, Nanjing University of Chinese Medicine , Nanjing 210023, China.

PMID: 29376657
DOI: 10.1021/acs.orglett.7b03949

Abstract

Acaulide (1), a macrodiolide with an unprecedented framework, was characterized along with its shunt products-acaulones A (2) and B (3)-from the culture of Acaulium sp. H-JQSF associated with the isopod Armadillidium vulgare. The spiro-linked 14-, 14-, and 6-membered cycles of 1 arise likely from iterative intermolecular Michael addition reactions. Biological evaluation in the prednisolone-induced osteoporotic zebrafish demonstrated that 1 is antiosteoporotic at 0.4 and 2.0 μM.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Ascomycota*
Isopoda
Macrolides
Molecular Structure

Substances

Macrolides