Withania Withanolides

In 2007, Christen and co-workers65 reported the elucidation of the structures of a series of withanolides from the leaves of Withania adpressa, a plant endemic to the Sahara of Morocco and Algeria. The observed INADEQUATE correlations for one of the molecules characterized are shown on 16. The data were recorded at 600 MHz but unfortunately no further experimental details were reported. It is also interesting to note that there were no correlations reported involving the 11- and 12-posi-tions in the C-ring of the steroid nucleus. [Pg.242]

Jayaprakasam B, Zhang Y, Seeram NP, Nair MG (2003) Growth Inhibition of Human Tumor Cell Lines by Withanolides from Withania somnifera leaves. Life Sci 74 125... [Pg.412]

Sangwan, R., Chaurasiya, N.D., Lai, P, Misra, L., Tuli, R. and Sangwan, N. (2008) Withanolide A is inherently de novo biosynthesized in roots of the medicinal plant Ashwagandha (Withania somnifera). Physiol. Plant, 133, 278-87. [Pg.360]

The methyltransferase that catalyses the formation of 24-ethylidene sterols from 24-methylene precursors in bean rust uredospores (Uromyces phaseoli) can also alkylate lanosterol, 24-methylenecholesterol, zymosterol, and desmosterol to produce C29 sterols.[28- H]-24-Methylenecholesterol was efficiently (ca. 3% yield) incorporated into withaferin A (88) and withanolide D (89) by Withania somnif-era, whereas [28- H]-24-methylcholesterol did not act as a precursor in this system. However, since feeding experiments with [28- H]-24-methylcholesta-5,24-dien-3/8-ol gave ambiguous results it was not possible to rule out other 4-desmethyl sterols (with C28) as intermediates in withanolide biosynthesis. [Pg.205]

Ray, S. and S. Jha (1999). Withanolide synthesis in cultures of Withania somnifera transformed with Agrobacterium tumefaciens. Plant Science Shannon. Aug. 146(1) 1-7. a Centre of Advanced Study, Department of Botany, University of Calcutta,... [Pg.164]

The withanolides are steroidal lactones built on an ergostane skeleton of 28 carbons functionalized at carbons 1, 22 and 26, commonly known as the withanolide skeleton. The first withanolide to be isolated and characterized was withaferin A, Fig. (1), isolated in 1965 almost simultaneously by Lavie from Withania somnifera and by Kupchan from... [Pg.1019]

During the last two and a half decades many withanolides and their related compounds have been isolated from Withania and other Solanceous species and some of them possess remarkable physiological activity. Withanolides have been isolated so far from the following species... [Pg.135]

Withania somniferum (Solanaceae), known as ashwaganda in Ayurvedic medicine, contains steroidal lactones called withanolides which exhibit antitumour and hepatoprotective activities. [Pg.74]

Withanolide-containing plants are widely used for hair care. Datura metel, or Datura, is a widely recommended remedy for the treatment of dandruff. Withania somnifera, also known as ashwagandha or Indian ginseng, is the most widely used withanolide-containing plant in the Ayurvedic medicinal system for... [Pg.3476]

Kuroyanagi and his coworkers evaluated a series of sixteen withanolides, isolated from Withania somnifera, for their cell differentiation inducing ability and found that withaferin A (2), withanolide D (24), dihydrowithanolide D (59), and 27-hydroxywithanolide D (60) were potent cell differentiation inducers against the Ml cells [83]. It was further concluded that all these withanolides have a similar 4)S-hydroxy-5) -6)S-epoxy-2-ene-l-one moiety in ring A, apparently responsible for their cell differentiation inducing activity. [Pg.3481]

Choudhary MI, Yousuf S, Nawaz SA, Ahmed S, Atta-ur-Rahman (2004) Cholin- esterase inhibiting withanolides from Withania somnifera. Chem Pharm Bull 52(11) 1358-1381 Kirson I, Glotter E (1981) Recent developments in naturally occurring ergostane type steroids a review. J Nat Prod 44 633-647... [Pg.3489]

Atta-ur-Rahman, Yousaf M, Gul W, Qureshi S, Choudhary Ml, Voelter W, Hoff A, Jens F, Naz A (1998) Five new withanolides from Withania coagulans. Heterocycles 48 1801-1811... [Pg.3490]

Nur-e-Alam M, Yousuf M, Qureshi S, Baig I, Nasim S, Atta-ur-Rahman., Choudhary MI (2003) A novel dimeric podophyllotoxin type lignan and a new withanolide from Withania... [Pg.3491]

Ramaiah PA, Lavie D, Budhiraja RD, Sudhir S, Garg KN (1984) Spectroscopic studies on a withanolide from Withania coagulans. Phytochemistry 23 143-149... [Pg.3491]

Kirson I, Glotter E, Lavie D (1971) Constituents of Withania somnifera Dun. Part XII. The withanolides of an Indian chemotype. J Chem Soc C 11 2032-2044... [Pg.3491]

Nittala SS, Lavie D (1981) Chemistry and genetics of withanolides in Withania somnifera hybrids. Phytochemistry 29 2741-2748... [Pg.3491]

Nittala SS, Vande VV, Lrolow F, Lavie D (1981) Chlorinated withanolides fiom Withania somnifera and Acnistus breviflorus. Phytochemistry 20 2547—2552... [Pg.3491]

Choudhary MI, Hussain S, Yousuf S, Dar A, Mudassar, Atta-ur-Rahman (2010) Chlorinated and diepoxy withanolides from Withania somnifera and their cyto- toxic effects against human lung cancer cell line. Phytochemitry 71(17-18) 2205-2209... [Pg.3492]

Abou-Dhouh AM (2002) New withanolides and other constituents from the fruit of Withania... [Pg.3494]

Malik F, Singh J, Khajuria A, Suri KA, Satti NK, Singh S, Kaul MK, Kumar A, Bhatia A, Qazi GN (2007) A standardized root extract of Withania somnifera and its major constituent withanolide-A elicit humoral and cell mediated immune e responses by upregulation of Th 1 -dominant polarization in BALB/c-mice. Life Sci 80 1525—1538... [Pg.3494]

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