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Planta Med 2019; 85(06): 496-502
DOI: 10.1055/a-0826-0483
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Alkaloids from Leaves of Pilea aff. martinii

Ai Doan Thi Thuy
1   Advanced Center for Bioorganic Chemistry, Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam
2   National University of Agriculture, Trau Quy, Hanoi, Vietnam
,
Van Trinh Thi Thanh
1   Advanced Center for Bioorganic Chemistry, Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam
,
Huong Doan Thi Mai
1   Advanced Center for Bioorganic Chemistry, Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam
,
Huyen Tram Le
3   Hanoi University of Science and Technology (HUST), Hanoi, Vietnam
,
Marc Litaudon
4   Institut de Chimie des Substances Naturelles, CNRS-ICSN, UPR 2301, Université Paris-Sud, Paris, France
,
Van Hung Nguyen
1   Advanced Center for Bioorganic Chemistry, Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam
,
Van Minh Chau
1   Advanced Center for Bioorganic Chemistry, Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam
,
Van Cuong Pham
1   Advanced Center for Bioorganic Chemistry, Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam
› Author Affiliations
Further Information

Publication History

received 13 September 2018
revised 05 December 2018

accepted 19 December 2018

Publication Date:
21 February 2019 (online)

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Abstract

Two new phenanthroquinolizidine alkaloids (1 and 2) and a new piperidine derivative (3) were isolated from the leaves of Pilea aff. martinii together with 3 known alkaloids: julandine (4), cryptopleurine (5), and 1,3,6,6-tetramethyl-5,6,7,8-tetrahydro-isoquinolin-8-one (6). Their structures were determined by spectral data analyses including mass spectrometry and 2-dimensional nuclear magnetic resonance data. The absolute configurations of 1–3 were established by comparison of their experimental circular dichroism data with the calculated electronic circular dichroism spectra. The isolated compounds were evaluated for their cytotoxicity against 4 cancer cell lines: KB (mouth epidermal carcinoma cells), HepG-2 (human liver hepatocellular carcinoma cells), LU-1 (human lung adenocarcinoma cells), and MCF-7 (human breast cancer cells). The new phenanthroquinolizidine pileamartine D (2) showed strong and selective proliferation inhibition toward KB and HepG-2 cells with IC50 values of 25 and 27 nM, respectively. Pileamartine C (1), julandine (4), and cryptopleurine (5) exhibited cytotoxicity against 4 tested cancer cell lines with IC50 values less than 1 µM.

Key words

Pilea aff. martinii - Urticaceae - pileamartine - cytotoxic - alkaloid - pileamartine - phenanthroquinolizidine

Supporting Information

 

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