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Authors Gadetskaya, AV; Tarawneh, AH; Zhusupova, GE; Gemejiyeva, NG; Cantrell, CL; Cutler, SJ; Ross, SA
Author Full Name Gadetskaya, Anastassiya V.; Tarawneh, Amer H.; Zhusupova, Galiya E.; Gemejiyeva, Nadezhda G.; Cantrell, Charles L.; Cutler, Stephen J.; Ross, Samir A.
Title Sulfated phenolic compounds from Limonium caspium: Isolation, structural elucidation, and biological evaluation
Source FITOTERAPIA
Language English
Document Type Article
Author Keywords Limonium caspium; Sulfated flavonoids; Myricetin; Dihydromyricetin; Antimalarial; Antifungal; Antileishmanial
Keywords Plus ANTIMICROBIAL ACTIVITIES; IDENTIFICATION; METABOLITES; LEAVES; ANTIOXIDANT; AGENTS
Abstract Three new compounds, (2S,3S)-5-methyldihydromyricetin (1), (2S,3S)-5-methyldihydromyricetin-3'-O-sulfate (2) and beta-D-glucopyranoside, 3-methyl, but-3-en-1-yl 4-O-alpha-L-rhamnopyranosyl (3) have been isolated from the Limonium caspium, together with dihydromyricetin (4), dihydromyricetin-3'-O-sulfate (5), myricetin-3'-O-sulfate (6), 5-methylmyricetin (7), myricetin (8), myricetin-3-O-beta-glucoside (9), as well as phloridzin (10), and tyramine (11). Compounds 5 and 6 were isolated for the first time as acids. This is the first report of all these compounds from this plant. Their structures were established by extensive NMR studies (H-1 NMR, C-13 NMR, DEPT, H-1-H-1 COSY, HSQC, HMBC) as well as HRESIMS. All isolated compounds were evaluated for their antibacterial, antifungal, antimalarial and antileishmanial activities. Compounds 7,8 and 9 exhibited good antifungal activity against Candida glabrata with IC50 values of 6.79, 15.37 and 8.53 mu g/mL, respectively. Compound 8 displayed significant antimalarial activity against resistant and sensitive strains of Plasmodium falciparum with IC50 values of 1.82 and 1.51 mu g/mL, respectively. Compounds 1, 4, 6, 8 and 9 showed excellent activity against Trypanosoma brucei with IC50 values of 6.93, 9.65, 8.52, 7.67 and 6.31 mu g/mL, respectively. To date, this is the first report on the phytochemical and biological activity of secondary metabolites from L. caspium. (C) 2015 Elsevier B.V. All rights reserved.
Author Address [Gadetskaya, Anastassiya V.; Ross, Samir A.] Univ Mississippi, Natl Ctr Nat Prod Res, University, MS 38677 USA; [Tarawneh, Amer H.; Cutler, Stephen J.; Ross, Samir A.] Univ Mississippi, Sch Pharm, Dept BioMol Sci, University, MS 38677 USA; [Gadetskaya, Anastassiya V.; Zhusupova, Galiya E.] Al Farabi Kazakh Natl Univ, Sch Chem & Chem Technol, Alma Ata 050040, Kazakhstan; [Gemejiyeva, Nadezhda G.] Inst Bot & Phytointrodact, Bot Garden, Alma Ata 480070, Kazakhstan; [Cantrell, Charles L.] USDA ARS, Nat Prod Utilizat Res Unit, University, MS 38677 USA
Reprint Address Ross, SA (reprint author), Univ Mississippi, Natl Ctr Nat Prod Res, University, MS 38677 USA.
E-mail Address sross@olemiss.edu
ResearcherID Number Zhusupova, Galiya/B-1053-2015; Kar, Zhanna/S-7294-2016
Funding Agency and Grant Number Government of Kazakhstan, National Center for Natural Products Research (NCNPR), University of Mississippi, USA; International Science and Technology Center (ISTC) [K1896]; National Institute of General Medical Sciences (NIGMS) of the National Institute of Health (NIH) [P2OGM104932]
Funding Text We are grateful to the Government of Kazakhstan, National Center for Natural Products Research (NCNPR), University of Mississippi, USA, and the International Science and Technology Center (ISTC) project K1896 for financial support. Also we are grateful to Dr. Melissa Jacob, Dr. Babu Tekwani, and Dr. Shabana Khan for preforming antibacterial, antifungal, antimalarial and antileishmanial activities, and to Sara Pettaway and Janet Lambert for performing cannabinoid and opioid receptor binding studies. This work was supported by the National Institute of General Medical Sciences (NIGMS) of the National Institute of Health (NIH), grant number P2OGM104932. The content is solely the responsibility of the authors and does not necessarily represent the official views of the NIGMS or the NIH.
Times Cited 16
Total Times Cited Count (WoS, BCI, and CSCD) 18
Publisher ELSEVIER SCIENCE BV
Publisher City AMSTERDAM
Publisher Address PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS
ISSN 0367-326X
29-Character Source Abbreviation FITOTERAPIA
ISO Source Abbreviation Fitoterapia
Publication Date JUL
Year Published 2015
Volume 104
Beginning Page 80
Ending Page 85
Digital Object Identifier (DOI) 10.1016/j.fitote.2015.05.017
Page Count 6
Web of Science Category Chemistry, Medicinal; Pharmacology & Pharmacy
Subject Category Pharmacology & Pharmacy
Document Delivery Number CM2YB
Unique Article Identifier WOS:000357547100013
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