Antineoplastic agents. 489. Isolation and structures of meliastatins 1-5 and related euphane triterpenes from the tree Melia dubia

George Pettit; Atsushi Numata; Chika Iwamoto; Hideaki Morito; Takeshi Yamada; Animesh Goswami; Paul J. Clewlow; Gordon M. Cragg; Jean M. Schmidt

doi:10.1021/np020216+

Antineoplastic agents. 489. Isolation and structures of meliastatins 1-5 and related euphane triterpenes from the tree Melia dubia

George Pettit, Atsushi Numata, Chika Iwamoto, Hideaki Morito, Takeshi Yamada, Animesh Goswami, Paul J. Clewlow, Gordon M. Cragg, Jean M. Schmidt

Molecular Sciences, School of (SMS)

Research output: Contribution to journal › Article › peer-review

44 Scopus citations

Abstract

The bark of the giant neem tree Melia dubia was found to contain 11 euphane-type triterpenes. Five new compounds, meliastatins 1-5 (1-5), proved to inhibit growth of the P388 lymphocytic leukemia cell line (ED₅₀ 1.7-5.6 μg/mL). Four of the others, the previously known methyl kulonate (8), kulinone (9), 16-hydroxybutyrospermol (10), and kulactone (11), were also found to inhibit (ED₅₀ 2.5-6.2 μg/mL) the P388 cancer cell line. In addition, two new euphane triterpenes were isolated and named dubione A (6) and dubione B (7). Structures for each of the 11 euphane triterpenes were established by spectral techniques that included HRMS and 2D NMR.

Original language	English (US)
Pages (from-to)	1886-1891
Number of pages	6
Journal	Journal of Natural Products
Volume	65
Issue number	12
DOIs	https://doi.org/10.1021/np020216+
State	Published - Dec 1 2002

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np020216+

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title = "Antineoplastic agents. 489. Isolation and structures of meliastatins 1-5 and related euphane triterpenes from the tree Melia dubia",

abstract = "The bark of the giant neem tree Melia dubia was found to contain 11 euphane-type triterpenes. Five new compounds, meliastatins 1-5 (1-5), proved to inhibit growth of the P388 lymphocytic leukemia cell line (ED50 1.7-5.6 μg/mL). Four of the others, the previously known methyl kulonate (8), kulinone (9), 16-hydroxybutyrospermol (10), and kulactone (11), were also found to inhibit (ED50 2.5-6.2 μg/mL) the P388 cancer cell line. In addition, two new euphane triterpenes were isolated and named dubione A (6) and dubione B (7). Structures for each of the 11 euphane triterpenes were established by spectral techniques that included HRMS and 2D NMR.",

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AU - Pettit, George

AU - Numata, Atsushi

AU - Iwamoto, Chika

AU - Morito, Hideaki

AU - Yamada, Takeshi

AU - Goswami, Animesh

AU - Clewlow, Paul J.

AU - Cragg, Gordon M.

AU - Schmidt, Jean M.

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N2 - The bark of the giant neem tree Melia dubia was found to contain 11 euphane-type triterpenes. Five new compounds, meliastatins 1-5 (1-5), proved to inhibit growth of the P388 lymphocytic leukemia cell line (ED50 1.7-5.6 μg/mL). Four of the others, the previously known methyl kulonate (8), kulinone (9), 16-hydroxybutyrospermol (10), and kulactone (11), were also found to inhibit (ED50 2.5-6.2 μg/mL) the P388 cancer cell line. In addition, two new euphane triterpenes were isolated and named dubione A (6) and dubione B (7). Structures for each of the 11 euphane triterpenes were established by spectral techniques that included HRMS and 2D NMR.

AB - The bark of the giant neem tree Melia dubia was found to contain 11 euphane-type triterpenes. Five new compounds, meliastatins 1-5 (1-5), proved to inhibit growth of the P388 lymphocytic leukemia cell line (ED50 1.7-5.6 μg/mL). Four of the others, the previously known methyl kulonate (8), kulinone (9), 16-hydroxybutyrospermol (10), and kulactone (11), were also found to inhibit (ED50 2.5-6.2 μg/mL) the P388 cancer cell line. In addition, two new euphane triterpenes were isolated and named dubione A (6) and dubione B (7). Structures for each of the 11 euphane triterpenes were established by spectral techniques that included HRMS and 2D NMR.

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Antineoplastic agents. 489. Isolation and structures of meliastatins 1-5 and related euphane triterpenes from the tree Melia dubia

Abstract

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