title: A new butenolide cinnamate and other biological active chemical constituents from Polygonum glabrum.
abstract: Phytochemical investigation of the methanol extract of the aerial parts of Polygonum glabrum afforded one new natural product (-)-2-methoxy-2-butenolide-3-cinnamate (1) along with six known compounds, β-hydroxyfriedalanol (2), 3-hydroxy-5-methoxystilbene (3), (-) pinocembrin (4), sitosterol-(6'-O-palmitoyl)-3-O-β-D-glucopyranoside (5), (-) pinocembrin-5-methyl ether (6) and sitosterol-3-O-β-D-glucopyranoside (7). Compound 1 showed promising in vitro anti-HIV-1 activity against primary isolates HIV-1(UG070) (X4, subtype D) and HIV-1(VB59) (R5, subtype C) assayed using TZM-bl cell line with IC50 in the range of 15.68-22.43 μg/mL. The extract showed TI in the range of 19.19-27.37 with IC50 in the range of 10.90-15.55 μg/mL. Compounds 1, 3 and 4 exhibited in vitro anti-mycobacterium activity against Mycobacterium tuberculosis H37Ra with IC50 values of 1.43, 3.33 and 1.11 μg/mL in dormant phase and 2.27, 3.33 and 1.21 μg/mL in active phase, respectively. Compound 4 was found to be the most active antiproliferative with IC50 values of 1.88-11.00 μg/mL against THP-1, A549, Panc-1, HeLa and MCF7 cell lines.
authors: a Division of Organic Chemistry, CSIR-National Chemical Laboratory , Pune - 411008 , India.
authors: Madhukar S
authors: MS
authors: Said
authors: a Division of Organic Chemistry, CSIR-National Chemical Laboratory , Pune - 411008 , India.
authors: Ashish A
authors: AA
authors: Chinchansure
authors: b Combi-Chem Bio-Resource Center, CSIR-National Chemical Laboratory , Pune - 41108 , India.
authors: Laxman
authors: L
authors: Nawale
authors: c Department of Virology , National AIDS Research Institute , Pune - 411026 , India.
authors: Ankita
authors: A
authors: Durge
authors: c Department of Virology , National AIDS Research Institute , Pune - 411026 , India.
authors: Ashish
authors: A
authors: Wadhwani
authors: c Department of Virology , National AIDS Research Institute , Pune - 411026 , India.
authors: Smita S
authors: SS
authors: Kulkarni
authors: b Combi-Chem Bio-Resource Center, CSIR-National Chemical Laboratory , Pune - 41108 , India.
authors: Dhiman
authors: D
authors: Sarkar
authors: a Division of Organic Chemistry, CSIR-National Chemical Laboratory , Pune - 411008 , India.
authors: Swati P
authors: SP
authors: Joshi
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification; D019380:Anti-HIV Agents / Q000737:chemistry / Q000302:isolation & purification; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification; D045744:Cell Line, Tumor; D002934:Cinnamates / Q000737:chemistry* / Q000302:isolation & purification; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D064209:Phytochemicals / Q000737:chemistry / Q000302:isolation & purification; D035261:Plant Components, Aerial / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry*; D028502:Polygonum / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D019380:Anti-HIV Agents; D000972:Antineoplastic Agents, Phytogenic; D002934:Cinnamates; D064209:Phytochemicals; D010936:Plant Extracts; C004511:butenolide; D015107:4-Butyrolactone
keywords: Polygonaceae; Polygonum glabrum; anti-HIV-1; anti-mycobacterium; antiproliferative; phytochemicals