Antiproliferative activity of diarylheptanoids from the seeds of Alpinia blepharocalyx.

Par Conseil national de recherches du Canada

DOI	Trouver le DOI : https://doi.org/10.1248/bpb.24.525
Auteur	Rechercher : Ali, Mohammad Shawkat; Rechercher : Banskota, Arjun H.; Rechercher : Tezuka, Yasuhiro; Rechercher : Saiki, Ikuo; Rechercher : Kadota, Shigetoshi
Format	Texte, Article
Sujet	Alpinia blepharocalyx; antiproliferative activity; dairylheptanoid, calyxin; blepharocalyxin; neocalyxin
Résumé	The 95% EtOH extract of the seeds of Alpinia blepharocalyx (Zingiberaceae) showed significant antiproliferative activity towards human HT-1080 fibrosarcoma and murine colon 26-L5 carcinoma cells. Chemical investigation of the extract led to the isolation of forty-four new (1—44) and one known (45) diarylheptanoids, eleven phenolic compounds (46—56) together with β-sitosterol glucoside (57). Almost all the isolated compounds showed significant antiproliferative activity in a concentration-dependent manner. Among the compounds, epicalyxin F (17) exhibited the most potent activity against the proliferation of colon 26-L5 carcinoma cells with an ED50 value of 0.89 μM, while calyxin B (2) exhibited the most potent activity against human HT-1080 fibrosarcoma cells with an ED50 value of 0.69 μM. Moreover, calyxins B (2) and K (11), epicalyxins F (17), I (20) and K (22), 6-hydroxycalyxin F (25), blepharocalyxin B (27) and mixtures of 7 and epicalyxin G (18) and of calyxin J (10) and epicalyxin J (21) possessed more potent activity than a clinically used anticancer drug, 5-fluorouracil, towards HT-1080 fibrosarcoma cells. Analysis of the structure activity relationship suggested that the position of the attachment of a chalcone or a flavanone moiety does not affect the activity, although their presence in association causes a substantial enhancement of the antiproliferative activity. Moreover, the conjugated double bond of the chalcone moiety and the phenolic hydroxyl group potentiate the antiproliferative activity of the compounds.
Date de publication	2001-05-01
Dans	Biological and Pharmaceutical Bulletin 24, nº 5 : 525–528.
Langue	anglais
Publications évaluées par des pairs	Oui
Publication du CNRC	Cette publication n’est pas du CNRC Ce sont des publications qui ont été rédigées par un auteur du CNRC, mais avant que celui-ci soit employé du CNRC.
Numéro NPARC	21274812
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Identificateur de l’enregistrement	b1db34c5-44a3-4fb2-9747-9378d7236e7c
Enregistrement créé	2015-04-13
Enregistrement modifié	2020-03-27

Date de modification :: 2024-04-19