Hinokiflavone, a Cytotoxic Principle fromRhus succedaneaand the Cytotoxicity of the Related Biflavonoids¹

Abstract

Hinokiflavone (1) was isolated as the cytotoxic principle from the drupes of Rhus succedanea L. A comparison of the cytotoxicity of 1 and other related biflavonoids, including amentoflavone (2), robustaflavone (3), agathisflavone (4), rhusflavone (5), rhusflavanone (6) and its hexaacetate (7), succedaneaflavanone (8) and its hexaacetate (9), cupressuflavone (10), neorhusflavanone (11), volkensiflavone (12) and its hexamethyl ether (13), spicataside (14) and its nonaacetate (15), morelloflavone (16) and its heptaacetate (17) and heptamethyl ether (18), GB-1a (19) and its hexamethyl ether (20) and 7"-O-beta-glucoside (21), and GB-2a (22), indicates that an ether linkage between two units of apigenin as seen in 1 is structurally required for significant cytotoxicity. Compounds 13 and 20 also demonstrated significant cytotoxicity.

IstRhus toxicodendronL. (Toxicodendron quercifoliumGreene) in homöopathischer Aufbereitung zur adjuvanten Tumorbehandlung geeignet? Ein systematischer Review

“…wurden als Biflavonoide die Hinokiflavone ("Rhusflavone") und Bichalcone gefunden [29,34]. Letztere zeigen in vitro zytotoxische Wirkungen auf HT29-und HCT-146-Colontumor-Zelllinien [30,35].…”

“…Letztere zeigen in vitro zytotoxische Wirkungen auf HT29-und HCT-146-Colontumor-Zelllinien [30,35]. Hinokiflavone haben in vitro in starker Verdünnung ebenfalls antineoplastische Wirkung [29,46].…”

Antineoplastic Agents and Their Analogues from Chinese Traditional Medicine

“…A comparison of the cytotoxicity of 88 and other related biflavonoids indicates that an ether linkage between two units of apigenin as seen in 88 is structurally required for significant cytotoxicity (107).…”

Antitumor activity in colorectal cancer induced by hinokiflavone

“…1a, molecular formula C30H18O10) with high stability is extracted from Selaginella tamariscina, Juniperus phoenicea, Rhus succedanea, and several other plants and is commonly used in oriental medicines. [11][12][13] Hinokiflavone is a biflavonoid active constituent of flavonoids, a class of plant secondary metabolites, which have been reported to have multiple biological properties, including antioxidative, anti-inflammatory, antimicrobial, and antitumor. 12,[14][15][16][17] Theodoratou et al found strong and linear inverse associations between flavonoids and CRC risk by using data from a national prospective case-control study in Scotland.…”