Diaporisoindoles A-C: Three Isoprenylisoindole Alkaloid Derivatives from the Mangrove Endophytic Fungus Diaporthe sp. SYSU-HQ3

Hui Cui; Yun Lin; Mingchu Luo; Yongjun Lu; Xishan Huang; Zhigang She

doi:10.1021/acs.orglett.7b02748

Diaporisoindoles A-C: Three Isoprenylisoindole Alkaloid Derivatives from the Mangrove Endophytic Fungus Diaporthe sp. SYSU-HQ3

Org Lett. 2017 Oct 20;19(20):5621-5624. doi: 10.1021/acs.orglett.7b02748. Epub 2017 Sep 29.

Authors

Hui Cui¹, Yun Lin¹, Mingchu Luo¹, Yongjun Lu¹, Xishan Huang¹, Zhigang She¹

Affiliation

¹ School of Chemistry, ‡School of Life Sciences and Biomedical Center, §South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Sun Yat-Sen University , Guangzhou 510275, China.

PMID: 28961015
DOI: 10.1021/acs.orglett.7b02748

Abstract

Diaporisoindoles A (1) and B (2), two novel isoprenylisoindole alkaloids, and an unusual diisoprenylisoindole dimer diaporisoindole C (3), together with a precursor tenellone C (4) were all isolated from the endophytic fungus Diaporthe sp. SYSU-HQ3. The absolute configurations of 1-4 were elucidated by spectroscopic analysis, X-ray diffraction, and quantum chemical calculations. Diaporisoindole A (1) and tenellone C (4) exhibited inhibitory activity against Mycobacterium tuberculosis protein tyrosine phosphatase B with IC₅₀ values of 4.2 and 5.2 μM.

Publication types

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

MeSH terms

Alkaloids
Fungi
Isoindoles / chemistry*
Molecular Structure
Mycobacterium tuberculosis
X-Ray Diffraction

Substances

Alkaloids
Isoindoles