Cytotoxic naphthoquinones fromArnebia densiflora(Nordm.) Ledeb and determining new apoptosis inducers


Baran M. Y. , GÜVENALP Z., SARAÇOĞLU İ., KAZAZ C., SALİH B., DEMİREZER L. Ö. , ...More

NATURAL PRODUCT RESEARCH, vol.34, no.12, pp.1669-1677, 2020 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 34 Issue: 12
  • Publication Date: 2020
  • Doi Number: 10.1080/14786419.2018.1525714
  • Journal Name: NATURAL PRODUCT RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Agricultural & Environmental Science Database, Aquatic Science & Fisheries Abstracts (ASFA), Biotechnology Research Abstracts, CAB Abstracts, CINAHL, EMBASE, Food Science & Technology Abstracts, MEDLINE, Veterinary Science Database
  • Page Numbers: pp.1669-1677
  • Keywords: Alkannin, cytotoxicity, caspase, apoptosis, Arnebia densiflora, Boraginaceae, ARNEBIA, SHIKONIN, CALLUS
  • Hacettepe University Affiliated: Yes

Abstract

In this study, phytochemical composition ofArnebia densiflora(AD) was determined and cytotoxic effects of then-hexane extract and compounds isolated from this species on various cell lines were investigated. By means of serial chromatographic studies, 6 naphthoquinone derivatives were yielded, which are isovalerylalkannin,alpha-methyl-n-butyl alkannin, acetylalkannin,beta-acetoxy isovalerylalkannin, alkannin and a new compound: 4-hydroxy 4-methyl valeryl alkannin. Structures of the isolated compounds were elucidated using UV, IR, 1D-2D NMR, MS and CD methods. Cytotoxic effects of the extract and isolated alkannins were investigated on L929, HeLa, HEp-2 cells. AD and the isolated compounds demonstrated moderate to strong cytotoxic effects (IC(50)range: 4.92-172.35 mu g/ml). The results of DNA fragmentation and caspase-3 activity studies on HeLa cells exhibited that AD and the naphthoquinones isolated from it caused cytotoxicity through induction of apoptosis.