A New Taraxastane‐Type Triterpene from Vitex trifolia var. simplicifolia. Issue 11 (November 2013)

• Record Type: Journal Article
• Authors: Huang, Ming‐Yu; Zhong, Lin‐Jing; Xie, Jie‐Ming; Wang, Fei; Zhang, Yong‐Hong
• Is Part Of: Helvetica chimica acta. Volume 96:Issue 11(2013:Nov.)
• Page Start: 2040
• Page End: 2045
• Publication Date: 2013-11
• Subjects: Chemistry -- Periodicals; Chemistry, Analytical -- periodicals; Chimie -- Périodiques; 540
• DOI: 10.1002/hlca.201200614
• Languages: English
• ISSNs: 0018-019X

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>3‐Oxotaraxer‐14‐en‐30‐al (<bold>1</bold>), a new taraxastane‐type triterpene, together with 14 known compounds, taraxerone (<bold>2</bold>), 3‐epiursolic acid (<bold>3</bold>), 2<italic>α</italic>, 3<italic>β</italic>‐dihydroxyurs‐12‐en‐28‐oic acid (<bold>4</bold>), lupeol (<bold>5</bold>), betulinic acid (<bold>6</bold>), casticin (<bold>7</bold>), artemetin (<bold>8</bold>), luteolin (<bold>9</bold>), 4‐hydroxybenzoic acid (<bold>10</bold>), docosanoic acid (<bold>11</bold>), tetracosanoic acid (<bold>12</bold>), cerotic acid (<bold>13</bold>), <italic>β</italic>‐sitosterol (<bold>14</bold>), and <italic>β</italic>‐daucosterol (<bold>15</bold>), was isolated from the leaves and twigs of <italic>Vitex trifolia</italic> var. <italic>simplicifolia</italic> . Compounds <bold>2</bold>–<bold>6</bold> were found for the first time in this plant. Their structures were established by spectroscopic analysis, including 2D‐NMR techniques. Cytotoxic activities of compounds <bold>3</bold>, and <bold>5</bold>–<bold>10</bold> were tested on the three cancer cell lines, PANC‐1, K562, and BxPC‐3. Results revealed that <bold>7</bold> exhibited cytotoxicity against PANC‐1, K562, and BxPC‐3, with <italic>IC</italic><sub>50</sub> values of 4.67, 0.72, and 4.01 μg/ml, respectively, whereas <bold>8</bold> was inactive against these cancer cell lines. The structureactivity relationship of compound <bold>7</bold> and <bold>8</bold> indicated that the 3′‐OH group in polymethoxyflavonoids is essential for antitumor activity.</p> </abstract>