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Tapondjou, Leon Azefack,Ponou, Kemvoufo Beaudelaire,Teponno, Remy Bertrand,Mbiantcha, Marius,Djoukeng, Jules Desire,Nguelefack, Telesphore Benoit,Watcho, Pierre,Cadenas, Aurelio Gomez,Park, Hee-Juhn 대한약학회 2008 Archives of Pharmacal Research Vol.31 No.5
A new steroidal saponin, mannioside A (1), was isolated from the stem bark of Dracaena mannii, together with the known pennogenin (2), pennogenin-3-O-$\beta$-D-glucopyranoside (3) and pennogenin-3-O-$\alpha$-L-rhamnopyranosyl-($1{\rightarrow}2$)-[$\alpha$-L-rhamnopyranosyl-($1{\rightarrow}3$)]-$\beta$-D-glucopyranoside (4). Their structures were determined using 1D- and 2D-NMR spectroscopy and mass spectrometry. Compounds 1 and 3 significantly inhibited carrageenan-induced paw edema in the rat; compound 4 was moderately active whereas 2 showed very weak activity.
Leon Azefack Tapondjou,Kemvoufo Beaudelaire Ponou,Remy Bertrand Teponno,Marius Mbiantcha,Jules Desire Djoukeng,Telesphore Benoit Nguelefack,Pierre Watcho,Aurelio Gomez Cadenas,박희준 대한약학회 2008 Archives of Pharmacal Research Vol.31 No.5
A new steroidal saponin, mannioside A (1), was isolated from the stem bark of Dracaena mannii, together with the known pennogenin (2), pennogenin-3-O-β-D-glucopyranoside (3) and pennogenin-3-O-α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→3)]-β-D-glucopyranoside (4). Their structures were determined using 1D- and 2D-NMR spectroscopy and mass spectrometry. Compounds 1 and 3 significantly inhibited carrageenan-induced paw edema in the rat; compound 4 was moderately active whereas 2 showed very weak activity.
Integracide K: A New Tetracyclic Triterpenoid from Desmodium uncinatum (Jacq.) DC. (Fabaceae)
Borice Tapondjou Tsafack,Beaudelaire Kemvoufo Ponou,Rémy Bertrand Teponno,Raymond Ngansop Nono,Kristina Jenett-Siems,Matthias F. Melzig,박희준,Léon Azefack Tapondjou 한국생약학회 2017 Natural Product Sciences Vol.23 No.2
A new tetracyclic triterpenoid [4,4,24-trimethylcholesta-D8,9;14,15;24,28-trien-3b,11b,12a-triol-12-acetate, 3-sulfate] sodium salt (1), together with eight known compounds including ergosterol 5a,8a-endoperoxide (2), 1,9-dihydroxy-3-methoxy-2-methylpterocarpan (3), 3-O-b-D-2-acetyl-amino-2-deoxyglucopyranoxyloleanoic acid (4), hydnocarpin (5), derrone (6), isovitexin (7), erythrinin C (8), and 5,4'-dihydroxy-2''-hydroxyisopropyldihydrofurano [4,5:7,8]-isoflavone (9), were isolated from the EtOAc soluble fraction of the methanol extract of aerial part of Desmodium uncinatum collected in the western highland of Cameroon. The structures of these compounds were established by comprehensive interpretation of their spectral data mainly including 1D- (1H and 13C), 2D-NMR (1H-1H COSY, HMQC, HMBC) spectroscopic and ESI-TOF-MS mass spectrometric analysis. The isolation of an integracide-like compound from plant origin is a very unusual finding.
A New Flavonol Glycoside from Tristemma hirtum (Melastomataceae)
Joseph Nandjou Kenfack,Beaudelaire Kemvoufo Ponou,Jonas Kühlborn,Rémy Bertrand Teponno,Raymond Ngansop Nono,Romuald Tématio Fouedjou,Till Opatz,박희준,Léon Azefack Tapondjou 한국생약학회 2018 Natural Product Sciences Vol.24 No.3
Chemical investigation of the plant Tristemma hirtum P. Beauv (Melastomataceae) resulted to the isolation of a new flavonol glycoside named quercetin-7-O-a-D-arabinofuranoside (1), together with nine known compounds including 3'-hexadecanoyl-2'-(9aZ)-tetradecanoyl-glycerol 1'-O-[b-D-galactopyranosyl-(1'' → 6'')-a-D-galactopyranoside] (2), arjunolic acid (3), b-sitosterol-3-O-b-D-glucopyranoside (4), terminolic acid (5), quercetin (6), asiatic acid (7), maslinic acid (8), 1b-O-galloylpedunculagin (9) and 6-hydroxyapigenin 7-O-b-D-glucopyranoside (10) from the methanol extract using normal and reversed phase column chromatography. The structures of these compounds were determined by comprehensive interpretation of their spectral data mainly including 1D- 2D-NMR (1H-1H COSY, HSQC, and HMBC) spectroscopic and ESI-TOF-MS mass spectro- metric analysis.
Steroidal Saponins from Dracaena humilis (Dracaenaceae) and their Chemotaxonomic Significance
Cédric Mbiesset Mouzié,Beaudelaire Kemvoufo Ponou,Romuald Tematio Fouedjou,Rémy Bertrand Teponno,Léon Azefack Tapondjou 한국생약학회 2021 Natural Product Sciences Vol.27 No.2
A new steroidal saponin, (23S,24S)-spirosta-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-((2,3-diacetyl-α-L-rhamnopyranosyl)-(1→2)-[β-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside)-24-O-β-D-glucopyranoside (humilisoside) together with the known β-sitosterol 3-O-glucopyranoside, adenosine, dioscin, and methylprotodioscin were isolated from the leaves of Dracaena humilis. Their structures were elucidated by spectral techniques including mass spectrometry (ESIMS, HRESIMS, tandem MS-MS), 1D NMR (1H, 13C NMR), 2D NMR (HSQC, 1H-1H COSY, HMBC, NOESY), chemical method as well as by comparison with spectroscopic data reported in the literature. The chemotaxonomic significance of the isolation of these compounds is discussed. This is the first report on the phytochemical investigation of D. humilis.
Antioxidant C-glycosylflavones of Drymaria cordata (Linn.) Willd
Raymond N. Nono,Laurence K. Nzowa,Beaudelaire K. Ponou,Re´my B. Teponno,Te´lesphore B. Nguelefack,Luciano Barboni,Le´on A. Tapondjou,박희준 대한약학회 2016 Archives of Pharmacal Research Vol.39 No.1
A new C-glycosylflavone, drymaritin E (6-C- (3-keto-b-digitoxopyranosyl)-40-O-(b-D-glucopyranosyl)- 7-methoxyl-5,40-dihydroxylflavone) 1 was isolated from the oily upper phase (SU) of the MeOH extract from aerial parts of Drymaria cordata together with two known compounds (cassiaoccidentalin A 2 and anemonin 3) and an inseparable mixture of two known C-glycosylflavones 5,40- dihydroxy-7-methoxyflavone-6-C-(200-O-a-L-rhamnopyranosyl)- b-D-glucopyranoside 4a and 5,7,30,40-tetrahydroxyflavone- 6-C-(200-O-a-L-rhamnopyranosyl)-b-D-glucopyranoside 4b. The alkaline hydrolysis of 3 led to a new hemisynthetic derivative, sodium anemonate (sodium 2-((1’E) 20-sodium-carboxylate-vinyl)-5-oxo-cyclohex- 1-ene carboxylate) 3a. The chemical structures were determined by spectroscopic methods (1H NMR, 13C NMR, 1H-1H COSY, HMBC, HSQC, and NOESY) and mass spectrometry (ESI–MS). C-glycosylflavones had significant free radical-scavenging activities on the radical 2,2-diphenyl-1-picrylhydrazyl (DPPH). However, SU and compounds 3 and 3a exhibited no activity. In particular, compound 1 exhibited a concentration-dependent radical scavenging activity on DPPH with EC50 of 31.43 lg/mL.
Télesphore Benoît Nguelefack,Félicité Hermine Kamga Mbakam,Léon Azéfack Tapondjou,Pierre Watcho,Elvine Pami Nguelefack-Mbuyo,Beaudelaire Kemvoufo Ponou,Albert Kamanyi,박희준 대한약학회 2011 Archives of Pharmacal Research Vol.34 No.4
The aerial part of Rubus rigidus var. camerunensis (Rosaceae) is used to treat respiratory and cardiovascular disorders in the Cameroonian traditional medicine. The ethanol extract exhibited more potent antioxidant activity (E_maxs of 119% and 229% activity on DPPH and β-carotene test) than aqueous extract. Bioactivity-guided fractionation of the ethanol extract based on free radical-scavenging assay (DPPH assay) afforded five flavonoid glycosides (four flavonol glycosides and an anthocyanin) and three glucosides of 19α-hydroxyursane-type triterpenoid (two monomeric and one dimeric triterpenoids). The flavonoids were identified as kaempferol 3-O-(2´´-O-E-p-coumaroyl)-β-D-glucopyranoside (1), kaempferol-3-O-β-D-glucopyranoside (astragalin, 2), kaempferol-3-O-α-L-arabinofuranoside (juglanin, 3), quercetin-3-O-β-D-glucopyranoside (isoquercitrin, 4), pelargonidin-3-O-β-D-glucopyranoside (callistephin, 5). The three triterpenoids were 2α, 3β, 19α, 23-tetrahydroxyurs-12-ene-28-O-β-D-glucopyranosyl ester (nigaichigoside F1, 6), 2α, 3β, 19α-trihydroxyurs-12-ene-23-carboxyl-28-O-β-D-glucopyranosyl ester (suavissimoside R_1, 7) as monomeric triterpenoids and coreanoside F_1 (8) as a dimeric triterpenoid. The flavonoids exhibited potent antioxidant activities (66 to 93.56% against DPPH radical) and they were also active on β-carotene test. Coreanoside F_1 exhibited a 63% antioxidant activity, meanwhile the other two triterpenoids showed a weak activity. Three important facts on structure-activity relationship were observed: Compound 8, a dimeric triterpenoid glycoside,strongly enhanced antioxidant activity of its monomers, compound 3 with 3-O-α-L-arabinofuranyl has much more potent activity than compound 2 with 3-O-β-D-glucopyranosyl, and antocyanin (5) is more potent than its corresponding flavonol glycosides.