Bioactive phenylpropanoid analogues from Piper betle L. var. birkoli leaves
Akhtar Atiya1, Barij Nayan Sinha2, Uma Ranjan Lal1
1a Division of Pharmacognosy and Phytochemistry, Department of Pharmaceutical Sciences and Technology , Birla Institute of Technology , Mesra, Ranchi , India.
Abstract:
Phytochemical analyses of the chloroform extract of Piper betle L. var. birkoli, Piperaceae, leaves led to the isolation of two new phenylpropanoid analogues: bis-chavicol dodecanoyl ester (2) and bis-hydroxychavicol dodecanoyl ester (3), along with one known compound: allyl-3-methoxy-4-hydroxybenzene (1) on the basis of spectroscopic data 1D (1H and 13C) and 2D (1H-1H COSY and HMBC) NMR, as well as ESI-MS, FT-IR, HR-ESI-MS and LC-ESI-MS. Compound 2 and 3 exhibited excellent antioxidant DPPH radical scavenging activity with IC50 values of 12.67 μg/mL and 1.08 μg/mL compared to ascorbic acid as a standard antioxidant drug with IC50 value of 6.60 μg/mL. Evaluation of cytotoxic activity against two human oral cancer cell lines (AW13516 and AW8507) showed significant effect with GI50 values of 19.61 and 23.01 μg/mL for compound 2 and 10.25 and 13.12 μg/mL for compound 3, compared to Doxorubicin® as a standard cytotoxic drug with GI50 value of < 10 μg/mL.
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