A new antifungal eudesmanolide glycoside isolated from <i>Sphaeranthus indicus</i> Linn. (Family Compositae)

Mishra, Bhuwan B.; Kishore, N.; Tiwari, Vinod K.

doi:10.1080/14786419.2016.1155575

Cited by 7 publications

(4 citation statements)

References 17 publications

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“…71 A new eudesmanolide glycoside 11, 13-dihydro-3-O-(β-digitoxopyranose)-7α-hydroxyeudasman-6,12-olide isolated from S .indicus Linn proved to possess antifungal activity. 72 The methanol extract possess significant inhibitory effect (65% at p<0.05) against Microsporum gypseum when compared to positive control Ketaconazole (49%) at 0.1 g/ml concentration. 73 Antidiarrhoeal activity: The ethanol and aqueous extracts showed significant anti diarrhoeal and antienteropooling activity at a dose of 200 and 400 mg/kg.…”

Section: Pharmacological Activitymentioning

confidence: 90%

“…25 A new antifungal eudesmanolide glycoside 11, 13-dihydro-3-O-(β-digitoxopyranose)-7α-hydroxyeudasman-6,12-olide has been isolated. 26 11α.13-dihydro-3α.7α-dihydroxy-4,5-epoxy-6β,7eudesmanolide;11α.13-dihydro-.7α-acetoxy3β-hydroxy-6β,7-eudesm-4-enolide 27 and 3-keto-β-eudesmol5,4'-dimethoxy-3'-prenylbiochanin 7-O-β-D-galactoside, a new isoflavone glycoside isolated from the leaves of S.indicus. 28 7-hydroxyfrullanolide, an antimicrobial sesquiterpene lactone isolated from S.indicus Linn.…”

Section: Phytochemistrymentioning

confidence: 99%

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Pharmacognostic study of Sphaeranthus indicus Linn.: A Review

Singh¹,

Semwal²,

Upadhaya³

2019

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It is an annual, prostrate-decumbent, procumbentascending, glandular, villous, tomentose, aromatic herbs, a height of 30-60 cm. Stems are narrowly winged along with wing toothed. Leaves are sessile, 2.5-5 x1.5-2 cm, obovate-oblong, acute to rounded at tip, glandular-villous on both surfaces; apex are ABSTRACT Sphaeranthus indicus Linn. has the vernacular name of, "Mundi" and "East Indian globethistle, family Asteraceae. It is a spreading aromatic herb. It is indigenous at Rater of Chhindwara District, M.P and even found in most of the moist damp places of tropical zones of Garhwal Himalaya. The herbs contain a deep cherry coloured essential oil and a bitter alkaloid Sphaer anthine. It also contains many other active ingredients, namely, eudesmenolide-7αhydroxy eudesm-4-en-6, 12-olide, 2-hydroxycostic acid, β-eudesmol, ilicic acid, methychavicol, α-ionone, d-cadinene, α-terpinene, citral, geraniol, geranyl acetate, sphaerene, indicusene and sphaeranthol. The herb has been investigated for many diseases and used in ethnomedicne. The review of this medicinal plant can revealed some important and valuable information with respect to pharmacog nostical, phytochemical and phar macological aspects. The main objective of this paper is to gather some valuable information with respect to its standardization, which has been done along with active ingredients by some researchers.

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Section: Pharmacological Activitymentioning

confidence: 90%

Section: Phytochemistrymentioning

confidence: 99%

Pharmacognostic study of Sphaeranthus indicus Linn.: A Review

Singh¹,

Semwal²,

Upadhaya³

2019

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“…4 ), was found in the aerials part of the plant Asclepias tuberosa L [ 43 ]. Sphaeranthus indicus Linn, a plant found all over the Indian plains, produced eudesmanolide glycoside with a β - d -digitoxose [ 44 ]. Compound 42 , a new eudesmanolide glycoside, showed antifungal activity toward Aspergillus fumigatus , A .…”

Section: Structures and Bioactivitiesmentioning

confidence: 99%

Digitoxose as powerful glycosyls for building multifarious glycoconjugates of natural products and un-natural products

Li,

Guo,

Bai

2024

Synthetic and Systems Biotechnology

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“…Eudesmanolides are sesquiterpene lactones (STL) biosynthetically derived from farnesyl pyrophosphate, whose occurrence has been widely reported in plants of the Asteraceae family [ 1 ]. These compounds display a wide spectrum of biological activities, such as antitumor [ 2 ], antiproliferative [ 3 ], anti-inflammatory [ 4 ], antifungal [ 5 , 6 ], antimicrobial [ 7 ], insecticidal [ 8 ], and inhibitory activity of the protein PTP1B, responsible for type 2 diabetes and obesity [ 9 ].…”

Section: Introductionmentioning

confidence: 99%

Differentiation between 3,4- and 4,15-Epoxyeudesmanolides by Electrospray Ionization Tandem Mass Spectrometry

Dias

Stefani

Tomaz

et al. 2017

Journal of Analytical Methods in Chemistry

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We investigated the fragmentation of the eudesmanolide-type sesquiterpene lactones 1α-(4-hydroxymethacryloyloxy)-3α,4α-epoxy-8α-hydroxyeudesm-11(13)-6α,12-olide (1) and 1α-(2,3-epoxyangeloyloxy)-4α,15-epoxy-8α-hydroxyeudesm-11(13)-6α,12-olide (2) by electrospray ionization tandem mass spectrometry (ESI-MS/MS). The elimination of the different ester substituent at C(1) directly from protonated 1 and 2 (A) led to the formation of two regioisomer product ions B (A − RCO2H). Further fragmentation of B resulted from consecutive eliminations of H2O and CO molecules. However, we identified four product ions that allowed for the differentiation between 3,4- and 4,15-epoxyeudesmanolides. The formation of these diagnostic ions was associated with the C(3)–O bond of compound 1, which propitiates the participation of the lone pair of the oxygen epoxide in the formation of B through a Grob-Wharton-type fragmentation, then resulting in an alternative fragmentation pathway. These data can be useful for the fast differentiation between epoxyeudesmanolide regioisomers directly from Dimerostemma extracts by liquid chromatography-tandem mass spectrometry (LC-MS/MS), as an alternative to NMR, or even for quantitation studies of these compounds using multiple reaction monitoring (MRM) scan.

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A new antifungal eudesmanolide glycoside isolated from Sphaeranthus indicus Linn. (Family Compositae)

Cited by 7 publications

References 17 publications

Pharmacognostic study of Sphaeranthus indicus Linn.: A Review

Pharmacognostic study of Sphaeranthus indicus Linn.: A Review

Digitoxose as powerful glycosyls for building multifarious glycoconjugates of natural products and un-natural products

Differentiation between 3,4- and 4,15-Epoxyeudesmanolides by Electrospray Ionization Tandem Mass Spectrometry

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