Bioactive Compounds from Peperomia pellucida

Abstract

Five new compounds (1-5), including two secolignans, two tetrahydrofuran lignans, and one highly methoxylated dihydronaphthalenone, were isolated from the whole plant of Peperomia pellucida. These compounds were accompanied by the known peperomins A, B, C, and E, 7,8-trans-8,8'-trans-7',8'-cis-7,7'-bis(5-methoxy-3,4-methylenedioxyphenyl)-8-acetoxymethyl-8'-hydroxymethyltetrahydrofuran, 7,8-trans-8,8'-trans-7',8'-cis-7-(5-methoxy-3,4-methylenedioxyphenyl)-7'-(4-hydroxy-3,5-dimethoxyphenyl)-8,8'-diacetoxymethyltetrahydrofuran, sesamin, and isoswertisin. New structures were elucidated mainly by NMR and MS techniques, and anticancer activities evaluated in HL-60, MCF-7, and HeLa cell lines. Compound 1 and peperomin E show growth inhibitory effects on the three cancer cell lines with IC(50) values ranging between 1.4 and 9.1 and between 1.8 and 11.1 microM, respectively. Compound 2 has a weak suppressive activity on HL-60 cells (IC(50) = 10.8 microM), while 7,8-trans-8,8'-trans-7',8'-cis-7,7'-bis(5-methoxy-3,4-methylenedioxyphenyl)-8-acetoxymethyl-8'-hydroxymethyltetrahydrofuran exhibits estrogen-like properties (EC(50) = 3.1 microM) in CV-1 cells transfected with human estrogen receptor (ERalpha).

A Review on Pharmacognostic, Phytochemical and Ethnopharmacological Findings of Peperomia Pellucida (L.) Kunth: Pepper Elder

“…The compound 7,8-trans-8,8 / -trans-7 / ,8 / -cis-7,7 / -bis(5-methoxy-3,4-methylenedioxyphenyl)-8-acetoxymethyl-8 / -hydroxymethyltetrahydrofuran had exhibited estrogen-like properties in MCF-7 cell line 30,43 . Anticancer activity of P. pellucida leaf extract had also been observed through Colorimetric MTT (tetrazolium) assay against MCF-7 cell line with the half maximal inhibitory concentration (IC50) of 10.4 ± 0.06 μg/mL 38 .…”

“…Other compounds are flavonoids such as acacetin, apigenin, isovitexin, and pellucidatin, substituted styrenes and antraquinone. Phytosterols such as stigmasterol, sitosterol, and campesterol had been successfully isolated from dichloromethane extract of the plant 8,[11][12][13][14][15]23,30,34,41,43 .…”

“…A xanthone glycoside isolated from this plant named Patuloside A, and arylpropanoids had demonstrated weak antifungal and antibacterial activity while peperomins had exhibited anticancer activity 15,30,43 . Dillapiole and Pachypophyllin from the chloroform extracts of air-dried leaves had been elucidated by NMR were active against the fungi Trichophyton mentagrophyte 40 .…”

Biotransformation of a tetrahydrofuran lignan by the endophytic fungus Phomopsis Sp.

“…1 In particular, the optically active tetrahydrofuran lignans display a wide range of pharmacological activities, including anti-parasite, [2][3][4] antibacterial, 5 antifungal, 6 antitumoral, 7 anti-inflammatory 8,9 and platelet-activating factor (PAF) inhibition. [10][11][12] Several non-symmetrical 2,5-diaryltetrahydrofuran lignans, shown in Table 1, have been isolated from Piper species (Piperaceae) containing either piperonyl, veratryl or 3,4,5-trimethoxyphenyl substituent at 2 and 5 positions and methyl groups at 3 and 4 positions attached to the tetrahydrofuran ring, as illustrated by (+)-calopiptin (1, P. schmidtii), 5-[rel-(2S,3S,4S,5S)-5'-(3'',4''-dimethoxyphenyl)-3',4'-dimethyl-2'-tetrahydro-furanyl)]-1,3-benzodioxole (2, P. wightii), (2S,3R,4S,5R)-3,4-dimethyl-2,5-bis(3',4'-dimethoxyphenyl)-tetrahydrofuran (3, P. clarkii), (±)-galgravin (4, P. futokadsura, P. hancei, P. puberculum, P.wallichii), (-)-galbelgin (5, P. attenuatum, P. futokadsura, P. thomsoni, P. wightii), (+)-grandisin (6, P. polysyphorum), (+)-machilin G (7, P. schmidtii, P. wightii), (+)-veraguensin (8, P. cuneifolium, P. futokadsura, P. puberculum) and (-)-zuonin A (9, P. schmidtii).…”

Isolation and Characterization Compounds From Hexane and Ethyl Acetate Fractions of Peperomia pellucida L.

“…P. pellucida finds its use as a potential source of functional foods [7]. P. pellucida leaf extract possessed anticancer activities against human breast adenocarcinoma (MCF-7) [9]. It was also reported about five new compounds peperomins A, B, C, and E, 7,8-trans-8,8'-trans-7',8'-cis-7,7'-bis(5-methoxy-…”