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Further constituents from Caralluma negevensis
Abstract
Two new megastigmane glycosides (1 and 2) and two new flavone glycosides (3 and 4) were isolated from the methanol extract of the whole plant of Caralluma negevensis Zohary (Asclepiadaceae). The structures of the isolated compounds were characterized as (9R)-2beta,9-dihydroxymegastigma-4,7-dien-3-one-9-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (1), 2beta,9-dihydroxymegastigma-4-en-3-one 9-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (2), luteolin 3'-O-beta-D-glucopyranoside-4'-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside (3), and luteolin 3',4'-di-O-beta-D-glucopyranoside (4). The structures of the isolated compounds were established on the basis of spectral evidence and chemical transformation.
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“The key phytochemical ingredients in Caralluma are pregnane glycosides, flavone glycosides, megastigmane glycosides, bitter principles, triterpenes and saponins. 13-15”
From Caralluma umbellata Haw. protects liver against paracetamol toxicity and inhibits CYP2E1 (2017) · cites this paper as [14]
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- Braca, 2002, New pregnane glycosides from Caralluma negevensis, Tetrahedron, 58, 5837, 10.1016/S0040-4020(02)00563-X · DOI · Paper page
- De Tommasi, 1996, Constituents of Cydonia vulgaris: isolation and structural elucidation of four new flavonol glycosides and nine new α-ionol-derived glycosides, J. Agric. Food Chem., 44, 1676, 10.1021/jf950547a · DOI
- Deepak, 1989, Plant pregnanes, Phytochemistry, 28, 3255, 10.1016/0031-9422(89)80327-9 · DOI
- Deepak, 1997, Pregnane glycosides, Progress in the Chemistry of Organic Natural Products, 71, 169
- Ito, 2001, Megastigmane glycosides and an acylated triterpenoid from Eriobotrya japonica, J. Nat. Prod., 64, 737, 10.1021/np010004x · DOI
- Otsuka, 1995, Alangionosides G-M: glycosides of megastigmane derivatives from the leaves of Alangium premnifolium, Chem. Pharm. Bull., 43, 754, 10.1248/cpb.43.754 · DOI
- Pabst, 1992, Two diastereomeric 3-oxo-α-ionol β-d-glucosides from raspberry fruit, Phytochemistry, 31, 1649, 10.1016/0031-9422(92)83121-E · DOI
- Ramesh, 1999, Flavone glycosides from three Caralluma species, Biochem. Syst. Ecol., 27, 85, 10.1016/S0305-1978(98)00069-6 · DOI
- Rizwani, 1990, Flavone glycosides of Caralluma tuberculata N.E. Brown, J. Pharm. Sci., 3, 27
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Distribution and biological activities of the flavonoid luteolin
Lopez-Lazaro, M. (2009) · Mini-Reviews in Medicinal Chemistry · doi:10.2174/138955709787001712 · Cited by 1,106
Shaik Mohamed Sayed, U. F., Moshawih, S., Goh, H. P., Kifli, N., Gupta, G., Singh, S. K., Chellappan, D. K., Dua, K., Hermansyah, A., Ser, H. L., et al. (2023) · Frontiers in Pharmacology · doi:10.3389/fphar.2023.1182937 · Cited by 136
Caralluma umbellata Haw. protects liver against paracetamol toxicity and inhibits CYP2E1
Bellamakondi, P. K., Godavarthi, A., & Ibrahim, M. (2017) · BioImpacts · doi:10.15171/bi.2018.04 · Cited by 15
Metadata
- Authors
- Bader, A., Braca, A., De Tommasi, N., & Morelli, I.
- Affiliations
- Al-Zaytoonah University of Jordan (JO)
- University of Pisa (IT)
- Corresponding author
- Braca, Alessandra
- Venue
- Phytochemistry
- Publisher
- Elsevier BV
- Published
- 2003-04
- Volume
- 62
- Issue
- 8
- Pages
- 1277-1281
- ISSN
- 0031-9422 (ISSN-L)
- OpenAlex
- W2038138462
- Cited by
- 67
- References
- 0
- Citations by year
- 2026: 2 · 2025: 6 · 2024: 2 · 2023: 6 · 2022: 3 · 2021: 2 · 2020: 4 · 2019: 2 · 2018: 4 · 2017: 4 · 2016: 3 · 2015: 1 · 2014: 8 · 2013: 2 · 2012: 3
- FWCI
- 1.07
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Phytochemistry (publishedVersion)
- PubMed (publishedVersion)
- CINECA IRIS Institutial research information system (University of Pisa) (submittedVersion)
- Topics
- Physical Sciences › Materials Science › Biomaterials › Phytochemistry and Bioactive Compounds
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Physical Sciences › Chemistry › Organic Chemistry › Bioactive Natural Diterpenoids Research
- Keywords
- Asclepiadaceae, megastigmane glycosides, flavone glycosides, luteolin glycosides, rhamnose, structure elucidation, natural product isolation, plant constituents
- MeSH terms
- Carbohydrate Conformation, Chromatography, High Pressure Liquid, Chromatography, Thin Layer, Cyclohexanones, Flavonoids, Chemical Fractionation, Glucosides, Glycosides, Hydrolysis, Nuclear Magnetic Resonance, Biomolecular, Apocynaceae, Norisoprenoids
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