Zur Kenntnis des Plumierids. 2. Mitteilung

Halpern, O.; Schmid, Hans

doi:10.1002/hlca.19580410421

Cited by 75 publications

(28 citation statements)

References 38 publications

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“…From H. phageadaenica were isolated and identified an acetylated mixture of the triterpenes α-amyrin and lupeol, in addition to sitosterol and the iridoid lactones: plumericin, allamandin and isoplumericin, as well as a mixture of plumieride glucoside and sucrose 5 . A glycosylplumieride has been also isolated from H. lancifolius 6,7 , formerly known as Plumeria lancifolia 8 .…”

Section: Introductionmentioning

confidence: 99%

Chemical Constituents from Himatanthus articulata

Barreto¹,

Carvalho²,

Nery³

et al. 1998

J. Braz. Chem. Soc.

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Section: Introductionmentioning

confidence: 99%

Chemical Constituents from Himatanthus articulata

Barreto¹,

Carvalho²,

Nery³

et al. 1998

J. Braz. Chem. Soc.

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“…The assignment of the absolute configuration of CHEMISTRY & BIODIVERSITY ± Vol. 2 (2005) 800 plumieride (3) relied mainly on the formation of ()-ethylsuccinic acid upon oxidation of a 13-deoxy reduced derivative of 3 [4]. In another paper, plumericin (1) was chemically connected by common degradation products with plumieride (3) [5].…”

mentioning

confidence: 98%

“…In the present study, we investigated the constituents of P. rubra, and identified plumericin (1) and isoplumericin (2), as well as their analogues plumieride (3) and fulvoplumierin (4) (Fig. 1).…”

mentioning

confidence: 99%

Revision of the Absolute Configuration of Plumericin and Isoplumericin fromPlumeria rubra

Elsässer

Krohn

Akhtar

et al. 2005

C&B

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The absolute configurations of plumericin (1) and isoplumericin (2), isolated from Plumeria rubra, were re-assigned based on a combination of X-ray crystal-structure determination and quantum-mechanical calculations of their circular dichroism (CD) spectra. The experimental CD spectra showed an excellent match with those calculated for the (1S,5R,8R,9R,10R) absolute configuration (corresponding to ent-1 and ent-2, resp.), opposite to that generally accepted and published in the literature. Since the (false) plumericin configuration has been often used to derive the absolute configuration of related iridoids by chemical correlation, their absolute configurations also have to be reconsidered.

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“…Intensive study of their bioactivity revealed that these compounds exhibit a wide range of bioactivities namely, cardiovascular benefits, hypoglycemic, hypolipidemic, antihepatotoxic, choleretic, anti-inflammatory, antispasmodic, anti-tumor, anti-viral, immunomodulator and purgative activities (14). Although iridoids were isolated in the latter part of the nineteenth century, the basic skeleton of these compounds was first proposed by Halpern and Schmid in 1958 based on their investigation on structure elucidation of plumieride (15).…”

Section: Iridoid and Secoiridoid Glycosidesmentioning

confidence: 99%

Glycogen Phosphorylase-a is a Common Target for Anti-Diabetic Effect of Iridoid and Secoiridoid Glycosides

et al. 2013

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-Purpose. Diabetes mellitus is characterized by hyperglycemia resulting from defects in insulin secretion, action or both. The use of medicinal plants for the treatment of diabetes mellitus dates back from the Ebers papyrus of about 1550 B.C. One of the major problems with herbal drugs is that the active ingredients are not well defined. It is important to know the active components and their molecular interactions which will help to analyze their therapeutic efficacy and also to standardize the product. There are a number of medicinal plants known for their anti-diabetic effect that possess similarities in their active chemical components, e.g. iridoid and secoiridoid glycosides. Methods. In this study, we have compared the structure of various iridoid and secoiridoid glycosides to design a novel pharmacophore. We further developed a structure-activity relationship for the inhibition of glycogen phosphorylase-a. Conclusion. By using docking studies, we are proposing, for the first time, that inhibition of glycogen phosphorylase-a activity is a common target for iridoids and secoiridoids to elicit anti-diabetic effects.

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Zur Kenntnis des Plumierids. 2. Mitteilung

Cited by 75 publications

References 38 publications

Chemical Constituents from Himatanthus articulata

Chemical Constituents from Himatanthus articulata

Revision of the Absolute Configuration of Plumericin and Isoplumericin fromPlumeria rubra

Glycogen Phosphorylase-a is a Common Target for Anti-Diabetic Effect of Iridoid and Secoiridoid Glycosides

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