2015
DOI: 10.1021/acs.jnatprod.5b00688
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(9βH)-Pimaranes and Derivatives from the Tuber of Icacina trichantha

Abstract: New 17-nor-pimaranes (1, 2), (9βH)-pimaranes (3, 4), and 17-nor-(9βH)-pimarane (5) were isolated from the tuber of Icacina trichantha. The structures were elucidated based on spectroscopic and HRMS data. The absolute configurations of 3 and 5 were determined by single-crystal X-ray diffraction. Compound 5 possesses a unique 19,20-δ-lactone moiety. Compound 3 showed cytotoxicity against MDA-MB-435 (human melanoma cancer) cells with an IC50 value of 7.04 μM. A plausible biogenetic pathway for compounds 1 – 5 is … Show more

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Cited by 25 publications
(38 citation statements)
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“…37 It was found to be potently cytotoxic in all cases in the present study (Tables 3 and 6). Hence, (+)-strebloside ( 5 ) exhibits a broad spectrum of action toward both human solid tumor and leukemic cells.…”
Section: Resultssupporting
confidence: 55%
“…37 It was found to be potently cytotoxic in all cases in the present study (Tables 3 and 6). Hence, (+)-strebloside ( 5 ) exhibits a broad spectrum of action toward both human solid tumor and leukemic cells.…”
Section: Resultssupporting
confidence: 55%
“…are a rich source of diterpenoids with (9βH)-17norpimarane and (9bH)-pimarane structures, the latest being a very rare structural class. 17-hydroxyicacinol (07), icacinol (08), and humirianthol (09), as well as two (9bH)-17-norpimaranes, humirianthenolide C (10) and icacenone (11), and the icacinlactones A-G (12-18) exhibited cytotoxic activity against MDA-MB-435 in the low micromolar range with humirianthenolide C being the most potent of all, [44][45][46].…”
Section: Pimaranesmentioning
confidence: 99%
“…The diterpenes from Callicarpa longissima (Liu et al , ), Clerodendrum splendens (Faiella et al , ), Fagonia mollis (Sallam et al , ), Icacina trichantha (Zhao et al , ), Hedychium longipetalum (Zhao et al , ), Micromonospora sp. (Mullowney et al , ), Cespitularia taeniata (Wang et al , ), Caesalpinia spinosa (He et al , ), Nephthea columnaris (Hsiao et al , ), Bursera microphylla (Messina et al , ), Teucrium viscidum (Gao et al , ), Euphorbia ebracteolata (Yuan et al , ), Euphorbia aellenii (Yazdiniapour et al , ), Perenniporia subacida (Wen et al , ), Abies fargesii (Wu et al , ) and Premna tomentosa (Rekha et al , ) were also evident to exert cytotoxic effects on a number of human cancer cell lines.…”
Section: Diterpenic Anticancer Traitsmentioning
confidence: 99%