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DOI | 10.1016/j.bmc.2008.10.091 |
2,3-Dihydrowithaferin A-3 beta-O-sulfate, a new potential prodrug of withaferin A from aeroponically grown Withania somnifera | |
Xu, Ya-ming1; Marron, Marilyn T.1; Seddon, Emily1; McLaughlin, Steven P.1; Ray, Dennis T.2; Whitesell, Luke3; Gunatilaka, A. A. Leslie1,4 | |
通讯作者 | Gunatilaka, A. A. Leslie |
来源期刊 | BIOORGANIC & MEDICINAL CHEMISTRY
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ISSN | 0968-0896 |
EISSN | 1464-3391 |
出版年 | 2009 |
卷号 | 17期号:6页码:2210-2214 |
英文摘要 | Preparations of the roots of the medicinal plant Withania somnifera (L.) Dunal commonly called ashwagandha have been used for millennia in the Ayurvedic medical tradition of India as a general tonic to relieve stress and enhance health, especially in the elderly. In modern times, ashwagandha has been shown to possess intriguing antiangiogenic and anticancer activity, largely attributable to the presence of the steroidal lactone withaferin A as the major constituent. When cultured using the aeroponic technique, however, this plant was found to produce a new natural product, 2,3-dihydrowithaferin A-3 beta-O-sulfate (1), as the predominant constituent of methanolic extracts prepared from aerial tissues. The characteristic bioactivities exhibited by 1 including inhibition of cancer cell proliferation/survival, disruption of cytoskeletal organization and induction of the cellular heat-shock response paralleled those displayed by withaferin A (2). The delayed onset of action and reduced potency of 1 in cell culture along with previous observations demonstrating the requirement of the 2(3)-double bond in withanolides for bioactivity suggested that 1 might be converted to 2 in cell culture media and this was confirmed by HPLC analysis. The abundant yield of 1 from aeroponically cultivated plants, its good aqueous solubility and spontaneous conversion to 2 under cell culture conditions, suggest that 1 could prove useful as a readily formulated prodrug of withaferin A that merits further evaluation in animal models. (C) 2008 Elsevier Ltd. All rights reserved. |
英文关键词 | Aeroponic culture 2,3-Dihydrowithaferin A-3 beta-O-sulfate Prodrug Anticancer activity Cytoskeletal reorganization Heat-shock induction |
类型 | Article |
语种 | 英语 |
国家 | USA |
收录类别 | SCI-E |
WOS记录号 | WOS:000264236700014 |
WOS关键词 | COMPOUND WITHAFERIN ; STEROIDAL LACTONES ; TUMOR INHIBITOR ; SONORAN-DESERT ; IN-VIVO ; ASHWAGANDHA ; CELLS ; APOPTOSIS ; WITHANOLIDES ; FACTOR-1 |
WOS类目 | Biochemistry & Molecular Biology ; Chemistry, Medicinal ; Chemistry, Organic |
WOS研究方向 | Biochemistry & Molecular Biology ; Pharmacology & Pharmacy ; Chemistry |
来源机构 | University of Arizona |
资源类型 | 期刊论文 |
条目标识符 | http://119.78.100.177/qdio/handle/2XILL650/160034 |
作者单位 | 1.Univ Arizona, SW Ctr Nat Prod Res & Commercializat, Off Arid Lands Studies, Coll Agr & Life Sci, Tucson, AZ 85706 USA; 2.Univ Arizona, Dept Plant Sci, Coll Agr & Life Sci, Tucson, AZ 85721 USA; 3.Whitehead Inst, Cambridge, MA 02142 USA; 4.Univ Arizona, Inst BIO5, Tucson, AZ 85721 USA |
推荐引用方式 GB/T 7714 | Xu, Ya-ming,Marron, Marilyn T.,Seddon, Emily,et al. 2,3-Dihydrowithaferin A-3 beta-O-sulfate, a new potential prodrug of withaferin A from aeroponically grown Withania somnifera[J]. University of Arizona,2009,17(6):2210-2214. |
APA | Xu, Ya-ming.,Marron, Marilyn T..,Seddon, Emily.,McLaughlin, Steven P..,Ray, Dennis T..,...&Gunatilaka, A. A. Leslie.(2009).2,3-Dihydrowithaferin A-3 beta-O-sulfate, a new potential prodrug of withaferin A from aeroponically grown Withania somnifera.BIOORGANIC & MEDICINAL CHEMISTRY,17(6),2210-2214. |
MLA | Xu, Ya-ming,et al."2,3-Dihydrowithaferin A-3 beta-O-sulfate, a new potential prodrug of withaferin A from aeroponically grown Withania somnifera".BIOORGANIC & MEDICINAL CHEMISTRY 17.6(2009):2210-2214. |
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