The structure and stereochemistry of phlogantholide-A, a diterpene from Phlogacanthus thyrsiflorus

Barua, A.K.; Chowdhury, M.K.; Biswas, Swadesh Ranjan; Gupta, C.Das; Banerjee, Sagarika; Saha, Sudeshna; Patra, Amarendra; Mitra, Alok K.

doi:10.1016/s0031-9422(00)83117-9

Cited by 18 publications

(5 citation statements)

References 9 publications

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“…The Tables 1 and 2 C-and DEPT-NMR spectra of compound 3 are similar to the reported data of 8(17),13-labdadien-15,16-olide-19-oic acid [9,14]. Therefore, the structure of compound 3 is characterized as 8 (17) (Table 1), 13 C- (Table 2) and DEPT-NMR spectra of compound 4 are similar to the reported data of 8(17),13-labdadien-15,16-olide-19-oic acid [9,15] except the carboxylic acid functional group reduced to hydroxyl group. Therefore, the structure of compound 4 is characterized as 19-hydroxy-8(17),13-labdadien-15,16-olide.…”

Section: Isolation Of Compoundssupporting

confidence: 67%

Chemistry and Antidiabetic Effects of Phlogacanthus thyrsiflorus Nees Flowers

Ahmed¹,

Sultana²,

Routary³

et al. 2016

Nat Prod Chem Res

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The present study was carried out to evaluate the chemical constituents and antidiabetic activity of flower extracts of Phlogacanthus thyrsiflorus Nees in streptozotocin induced diabetic Long-Evans rats by feeding for 28 days. The ethanolic extract (1.25 mg/kg bw) exhibited significant reduction of fasting serum glucose level in diabetic rats. The ethanolic extract also showed improvement in parameters of lipid profile. Five compounds namely, β-sitosterol (1), stigmasterol (2), 8(17),13-labdadien-15,16-olide-19-oic acid (3), 19-hydroxy-8(17),13-labdadien-15,16-olide (4) were isolated from the dichloromethane extract and 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-chromenone (Luteolin) (5) were isolated from the 1-butanol part of methanol extract of flowers. The structures of these compounds were elucidated by extensive spectroscopic studies. This is the first report of isolation of compounds (1-5) from flowers of this plant. The activities of the flower extract may be due to the presence of some of these compounds which demands further studies.

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Section: Isolation Of Compoundssupporting

confidence: 67%

Chemistry and Antidiabetic Effects of Phlogacanthus thyrsiflorus Nees Flowers

Ahmed¹,

Sultana²,

Routary³

et al. 2016

Nat Prod Chem Res

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“…It is interesting to notice that the plant is used to treat bronchial conditions-a similar use has been reported for Andrographis paniculata which contains the related andrographolides [228].…”

Section: Variousmentioning

confidence: 70%

Labdanes of Natural Origin-Biological Activities (1981-2004)

Chinou

2005

CMC

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Terpenoids is a class of natural compounds found in higher plants, mosses, liverworts, algae and lichens, as well as in insects, microbes or marine organisms. Through centuries many of these compounds have been used as ingredients of perfumes, drugs, narcotics or pigments. Labdanes, belonging to the bicyclic diterpenoids group, have been found as secondary metabolites in tissues of fungi, insects, marine organisms, and in essential oils, resins and tissues of higher plants. The diterpenes of labdane type, have been reported to have broad spectrum of biological activities. In this study, the reported bioactivities and/or uses of them, the last two decades (1981-2004), are selected as an attempt to underline their role in nature.

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“…4. The structure and stereochemistry of phlogantholide-A, a new diterpene lactone isolated from the leaves of P. thyrsiflorus has been determined as 2β,15,18-trihydroxyent-labd-8(17),13-dien-16-oic lactone by chemical and spectroscopic means (Barua et al, 1985). Chakravarty and Kalita (2012) reported that flower extract of P. thyrsiflorus possess anti hyperglycaemic effect in streptozotocin induced diabetic mice and the aqueous extract of P. thyrsiflorus Nees flower has beneficial effects on blood glucose level.…”

Section: Phytochemistrymentioning

confidence: 99%

Phlogacanthus - An important medicinal plant of North East India: A review

Phurailatpam¹,

Singh²,

Chanu³

et al. 2014

Afr. J. Agric. Res.

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Phlogacanthus (Acanthaceae) is an important group of medicinal plant found mainly in the north eastern part of India. The present article gives an account of updated information on its phytochemical and pharmacological properties and its ethno medicinal uses on account of the tale from the local people and veds. Medicinal properties of this group of plants include antipyretic, antidiabetic, coughs, colds and anti-asthma etc. Extensive research work has been done to prove its biological activities and pharmacology of its extracts. Terpenoidal glycoside, diterpene lactones and many other chemical constituents which are similar to Adathoda zeylanica have been isolated.

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The structure and stereochemistry of phlogantholide-A, a diterpene from Phlogacanthus thyrsiflorus

Cited by 18 publications

References 9 publications

Chemistry and Antidiabetic Effects of Phlogacanthus thyrsiflorus Nees Flowers

Chemistry and Antidiabetic Effects of Phlogacanthus thyrsiflorus Nees Flowers

Labdanes of Natural Origin-Biological Activities (1981-2004)

Phlogacanthus - An important medicinal plant of North East India: A review

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