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New seco-limonoids from Cipadessa baccifera: Isolation, structure determination, synthesis and their antiproliferative activities.

التفاصيل البيبلوغرافية
العنوان: New seco-limonoids from Cipadessa baccifera: Isolation, structure determination, synthesis and their antiproliferative activities.
المؤلفون: Siva B; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India., Venkanna A; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India., Poornima B; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India., Divya Reddy S; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India., Boustie J; UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1, 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France., Bastien S; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India; UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1, 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France., Jain N; Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India., Usha Rani P; Biology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India., Suresh Babu K; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India. Electronic address: suresh@iict.res.in.
المصدر: Fitoterapia [Fitoterapia] 2017 Mar; Vol. 117, pp. 34-40. Date of Electronic Publication: 2017 Jan 05.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Elsevier Country of Publication: Netherlands NLM ID: 16930290R Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-6971 (Electronic) Linking ISSN: 0367326X NLM ISO Abbreviation: Fitoterapia Subsets: MEDLINE
أسماء مطبوعة: Publication: 1999- : [Amsterdam] : Elsevier
Original Publication: Milano : Inverni & Della Beffa S.p.A.
مواضيع طبية MeSH: Antineoplastic Agents, Phytogenic/*chemistry , Limonins/*chemistry , Meliaceae/*chemistry, Animals ; Antineoplastic Agents, Phytogenic/isolation & purification ; Cell Line, Tumor ; Humans ; Insecticides/chemistry ; Insecticides/isolation & purification ; Limonins/isolation & purification ; Molecular Structure ; Plant Extracts/chemistry ; Seeds/chemistry ; Spodoptera
مستخلص: A comprehensive reinvestigation of chemical constituents from CHCl 3 -soluble extract of Cipadessa baccifera led to the isolation of two new limonoids 1, 2 together with six known compounds 3-8. Their structures were established on the basis of extensive analysis of spectroscopic (IR, MS, 2D NMR) data. Further, a series of cipaferen G (3) derivatives were efficiently synthesized utilizing Yamaguchi esterification (2, 4, 6-trichlorobenzoyl chloride, Et 3 N, THF, DMAP, toluene) at the C-3 position of the limonoids core, which is being reported for the first time. The anti-proliferative activity of the isolates and the synthetic analogues were studied against HeLa, PANC 1, HepG2, SKNSH, MDA-MB-231 and IMR32 cancer cells using the sulphorodamine B assay. Among the tested compounds, 13d and 13h manifested potent activity against IMR32, HepG2 cell lines with GI 50 0.013 and 0.01μM, respectively.
(Copyright © 2017 Elsevier B.V. All rights reserved.)
فهرسة مساهمة: Keywords: Cipadessa baccifera; Ester derivatives and anti-proliferative activity; Limonoids; Yamaguchi esterification
المشرفين على المادة: 0 (Antineoplastic Agents, Phytogenic)
0 (Insecticides)
0 (Limonins)
0 (Plant Extracts)
تواريخ الأحداث: Date Created: 20170110 Date Completed: 20170307 Latest Revision: 20170307
رمز التحديث: 20231215
DOI: 10.1016/j.fitote.2017.01.003
PMID: 28065696
قاعدة البيانات: MEDLINE
الوصف
تدمد:1873-6971
DOI:10.1016/j.fitote.2017.01.003