Page last updated: 2024-12-08

withanolides

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Occurs in Manufacturing Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Withanolides: Ergostane derivatives of 28 carbons with oxygens at C1, C22, and C26 positions and the side chain cyclized. They are found in WITHANIA plant genus and have cytotoxic and other effects. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
WithaniagenusA plant genus of the family SOLANACEAE. Members contain withanolides. Withania somnifera is the source of ashwagandha and aswal.[MeSH]SolanaceaeA plant family of the order SOLANALES, class MAGNOLIOPSIDA. Among the most noted are POTATOES; TOMATOES; CAPSICUM (green and red peppers); TOBACCO; and BELLADONNA.[MeSH]

Cross-References

ID SourceID
PubMed CID329485
MeSH IDM0504363

Synonyms (8)

Synonym
nsc312620
nsc-312620
ergosta-2, 5,6,14,17,20,22-hexahydroxy-1-oxo-, .delta.-lactone, (5.alpha.,6.beta.,17.alpha.,22r)-
63139-16-2
withaferin deriv b665685k000
withanolides
2-[1-hydroxy-1-(5,6,14,17-tetrahydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4h-cyclopenta[a]phenanthren-17-yl)ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
DTXSID00317201

Research Excerpts

Overview

Withanolides are a collection of naturally occurring, pharmacologically active, secondary metabolites synthesized in the medicinally important plant, Withania somnifera. Withanolides have attracted significant scientific interest due to their complex structural features and multiple bioactivities.

ExcerptReferenceRelevance
"Withanolides are a group of modified C"( Withanolides from the genus Physalis: a review on their phytochemical and pharmacological aspects.
He, JX; Hu, HX; Huang, M; Lou, HX; Ren, DM; Shen, T; Wang, XN; Zhang, K; Zhao, BB, 2020
)
3.44
"Withanolides are a class of compounds usually found in plant extracts which are an attractive geroprotective drug design starting point. "( Evaluation of the geroprotective effects of withaferin A in
Aliper, A; Koval, L; Moskalev, A; Zemskaya, N; Zhavoronkov, A, 2021
)
2.06
"Withanolides are a collection of naturally occurring, pharmacologically active, secondary metabolites synthesized in the medicinally important plant, Withania somnifera. "( Virus-Induced Silencing of Key Genes Leads to Differential Impact on Withanolide Biosynthesis in the Medicinal Plant, Withania somnifera.
Agarwal, AV; Chandra, D; Dhar, YV; Gupta, P; Michael, R; Singh, D; Trivedi, PK, 2018
)
1.92
"Withanolides are a group of highly oxygenated steroids derived from a C28 ergostane skeleton, and have attracted significant scientific interest due to their complex structural features and multiple bioactivities. "( Natural Bioactive New Withanolides.
Wang, KW; Xu, QQ, 2020
)
2.32
"Withanolides are a large group of structurally diverse C"( Third DWF1 paralog in Solanaceae, sterol Δ
Fujimoto, Y; Fukushima, A; Harholt, J; Knoch, E; Mori, T; Poulsen, C; Saito, K; Sugawara, S; Umemoto, N, 2018
)
1.2
"Withanolides are a group of naturally occurring C28 steroids built on an ergostane skeleton functionalized at carbons 1, 22 and 26, commonly known as the withanolide skeleton. "( Natural withanolides: an overview.
Chen, LX; He, H; Qiu, F, 2011
)
2.25
"Withanolides are a large group of steroidal lactones found in Solanaceae plants that exhibit potential anticancer activities. "( Withanolides-induced breast cancer cell death is correlated with their ability to inhibit heat protein 90.
Chang, FR; Chen, WY; Liu, MH; Tsai, YL; Wang, HC; Wu, CC; Wu, YC, 2012
)
3.26

Effects

ExcerptReferenceRelevance
"Withanolides have been reported to possess potent antiproliferative activity."( Peruranolides A-D, four new withanolides with potential antibacterial and cytotoxic activity from
Ao, ZY; Chen, JY; Fan, YW; Li, BL; Li, QR; Lian, X; Liang, HJ; Wang, JZ; Wu, JW; Yuan, J; Zhang, WJ, 2022
)
1.74

Treatment

ExcerptReferenceRelevance
"Treatment with withanolides resulted in morphological alterations from spindle to round shape and loss of flagella/cell integrity in promastigotes."( An in vitro study of apoptotic like death in Leishmania donovani promastigotes by withanolides.
Chandrasekaran, S; Dayakar, A; Maurya, R; Sundar, S; Veronica, J, 2013
)
0.96

Toxicity

ExcerptReferenceRelevance
" The higher dose of WD showed a toxic effect similar to PTX and higher (P < 0."( In vitro study of Withanolide D toxicity on goat preantral follicles and its effects on the cell cycle.
Alves, BG; de Figueiredo, JR; de Lima, LF; de Sá, NAR; Deusdênia Loiola, O; Guerreiro, DD; Lobo, CH; Ribeiro Rodrigues, AP; Smitz, J; Tetaping, GM, 2019
)
0.51
"Cadmium is an environmentally toxic metal that has deleterious effects on both animals and humans due to its accumulation in different body tissues."( Nephroprotective effect of Physalis peruviana L. calyx extract and its butanolic fraction against cadmium chloride toxicity in rats and molecular docking of isolated compounds.
Aboelyazed, AM; El-Sayed, EK; Ibrahim, HA; Korany, EM; Soliman, HSM, 2023
)
0.91
" In this direction, we have explored the radioprotective potential of Withaferin A, a plant withanolide, which was recently shown to be safe and well tolerated in cancer patients in a clinical trial and is also known to be a radio-sensitizer in cancer cells."( Withaferin A, a steroidal lactone, selectively protects normal lymphocytes against ionizing radiation induced apoptosis and genotoxicity via activation of ERK/Nrf-2/HO-1 axis.
Bhilwade, HN; Checker, R; Nandha, SR; Patwardhan, RS; Sandur, SK; Sharma, D, 2023
)
0.91

Compound-Compound Interactions

ExcerptReferenceRelevance
"The effect of withaferin A, a plant withanolide, alone or in combination with acute and fractionated radiotherapy and/or hyperthermia, was tested on two mouse tumors, B16F1 melanoma and fibrosarcoma, grown in C57BL and Swiss albino mice, respectively."( Radiosensitizing effect of withaferin A combined with hyperthermia on mouse fibrosarcoma and melanoma.
Kamath, R; Uma Devi, P, 2003
)
0.32
"Currently, the treatment for ovarian cancer entails cytoreductive surgery followed by chemotherapy, mainly, carboplatin combined with paclitaxel."( Withaferin a alone and in combination with cisplatin suppresses growth and metastasis of ovarian cancer by targeting putative cancer stem cells.
Batra, SK; Kakar, SS; Miller, DM; Moghadamfalahi, M; Powell, KS; Ratajczak, MZ; Singh, SK, 2014
)
0.4

Bioavailability

ExcerptReferenceRelevance
"Poor oral bioavailability limits the use of many chemopreventives in the prevention and treatment of cancer."( Multi-layer polymeric implants for sustained release of chemopreventives.
Aqil, F; Bansal, SS; Gupta, RC; Jeyabalan, J; Kausar, H; Sharma, RJ; Singh, IP; Vadhanam, MV, 2012
)
0.38
" The absolute oral bioavailability of WA remains unknown and human-related in vitro data are not available."( Studies on oral bioavailability and first-pass metabolism of withaferin A in rats using LC-MS/MS and Q-TRAP.
Dai, R; Dai, T; Guo, Z; Huang, M; Jiang, W; Liang, C; Pei, X; Wang, Z; Zhong, G, 2019
)
0.51
"Poor bioavailability due to the inability to cross the cell membrane is one of the major reasons for the failure of a drug in clinical trials."( Molecular dynamics simulations and experimental studies reveal differential permeability of withaferin-A and withanone across the model cell membrane.
Ahn, H; Katiyar, SP; Kaul, SC; Lee, C; Sundar, D; Wadhwa, R; Yadav, NS; Yaguchi, T; Yun, CO, 2021
)
0.62
" However, its clinical application is limited due to the low bioavailability and hydrophobic nature."( Preparation and characterization of withaferin A loaded pegylated nanoliposomal formulation with high loading efficacy: In vitro and in vivo anti-tumour study.
Abeesh, P; Guruvayoorappan, C; Vishnu, WK, 2021
)
0.62

Dosage Studied

ExcerptRelevanceReference
" Treatment of various epithelial ovarian cancer cell lines (A2780, A2780/CP70 and CaOV3) with combination of WFA and Dox (WFA/DOX) showed a time- and dose-dependent synergistic effect on inhibition of cell proliferation and induction of cell death, thus reducing the dosage requirement of Dox."( Withaferin A synergizes the therapeutic effect of doxorubicin through ROS-mediated autophagy in ovarian cancer.
Fong, MY; Gupta, R; Jin, S; Kakar, SS; Rane, M; Singh, RK, 2012
)
0.38
"05), which also increased time-dependently with the same dosage of Withaferin A (P<0."( Effect of Withaferin A on A549 cellular proliferation and apoptosis in non-small cell lung cancer.
Bai, C; Cai, Y; Chen, Y; Sheng, ZY, 2014
)
0.4
" Intraperitoneal administration of WA at a dosage of 4 mg/kg of body weight was initiated from postnatal day 40 until end stage in SOD1(G93A) mice, and from 9 months until end stage in SOD1(G37R) mice."( Early-stage treatment with Withaferin A reduces levels of misfolded superoxide dismutase 1 and extends lifespan in a mouse model of amyotrophic lateral sclerosis.
Julien, JP; Kriz, J; Patel, P, 2015
)
0.42
" The proposed method was found to be reproducible, specific, precise and accurate for simultaneous estimation of these marker compounds in a combined dosage form."( Simultaneous Estimation of Withaferin A and Z-Guggulsterone in Marketed Formulation by RP-HPLC.
Agrawal, P; Laddha, K; Vegda, R, 2015
)
0.42
" Isolated compounds were tested in a dose-response for their in vitro NF-κB inhibition and antiproliferative activity in multiple myeloma cells after 5 and 72 h treatment, respectively."( Bioactive metabolites from the leaves of Withania adpressa.
Bekkouche, K; Ben Bakrim, W; Christen, P; Cretton, S; Cuendet, M; El Bouzidi, L; Monteillier, A; Nuzillard, JM; Saraux, N, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Occurs in Manufacturing (2 Product(s))

Product Categories

Product CategoryProducts
Herbs, Botanicals & Homeopathy2

Products

ProductBrandCategoryCompounds Matched from IngredientsDate Retrieved
Gaia Herbs Ashwagandha Root -- 120 Vegan Liquid Phyto CapsGaia HerbsHerbs, Botanicals & HomeopathyWithanolides2024-11-29 10:47:42
Natural Factors Stress-Relax® Adrenal Serenity -- 60 Vegetarian CapsulesNatural FactorsHerbs, Botanicals & HomeopathyRosavins, Withanolides2024-11-29 10:47:42

Research

Studies (765)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (1.31)18.7374
1990's7 (0.92)18.2507
2000's71 (9.28)29.6817
2010's503 (65.75)24.3611
2020's174 (22.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.56

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.56 (24.57)
Research Supply Index6.67 (2.92)
Research Growth Index5.86 (4.65)
Search Engine Demand Index105.38 (26.88)
Search Engine Supply Index3.94 (0.95)

This Compound (36.56)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.13%)5.53%
Reviews50 (6.34%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other738 (93.54%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]