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Withanolides isolated from Tubocapsicum anomalum and their antiproliferative activity.

Abstract
Seven undescribed withanolides (1-7) and six artificial withanolides (8-13), along with 20 known compounds (14-33) were isolated from the aerial parts of Tubocapsicum anomalum. Their structures were confirmed by comprehensive spectroscopic analyses. The absolute configuration of compound 1 was defined by single-crystal X-ray crystallography. All isolates were evaluated for their antiproliferative effects against five human tumor cell lines (Hep3B, MDA-MB-231, SW480, HCT116 and A549), among which compound 24 (tubocapsanolide A) exhibited the highest activities against the MDA-MB-231 cells with an IC50 value of 1.89 ± 1.03 μM. Further studies showed that 24 exhibited significant damage to mitochondria in MDA-MB-231 cells, including excess reactive oxygen species, decreased mitochondrial membrane potential, and apoptosis initiation. In addition, compound 24 also inhibited cell migration. These findings show that tubocapsanolide A may be a promising molecule for triple-negative breast cancer treatment and merit further evaluation.
AuthorsKe Xiang, Chen Li, Ming-Xue Li, Zhuo-Rui Song, Xiao-Xin Ma, De-Juan Sun, Hua Li, Li-Xia Chen
JournalBioorganic chemistry (Bioorg Chem) Vol. 110 Pg. 104809 (05 2021) ISSN: 1090-2120 [Electronic] United States
PMID33752145 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
CopyrightCopyright © 2021 Elsevier Inc. All rights reserved.
Chemical References
  • Antineoplastic Agents, Phytogenic
  • Plant Extracts
  • Withanolides
Topics
  • Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology)
  • Cell Proliferation (drug effects)
  • Cell Survival (drug effects)
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Conformation
  • Plant Extracts (chemistry, isolation & purification, pharmacology)
  • Solanaceae (chemistry)
  • Structure-Activity Relationship
  • Tumor Cells, Cultured
  • Withanolides (chemistry, isolation & purification, pharmacology)

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