Neolignans from Piper futokadsura

Chang, Ming‐Wen; Han, Gui-Qiu; Arison, Byron H.; Springer, James P.; Hwang, San-Bao; Shen, T. Y.

doi:10.1016/s0031-9422(00)83126-x

Cited by 42 publications

(17 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The active principle of this traditional medicine, identified as receptor antagonist for PAF-acether, is the neolignan kadsurenone. The compound shows a Kj of 5,8 χ ΙΟ" 8 M vs. a Ki of 6.3 χ ΙΟ -9 M for PAF itself (21). It is hopped that this impressive diversity of biological activities will enhance interest in the several hundred additional bicyclooctane and benzofuran neolignans of yet unreported bioactivity, isolated and described with respect to structure by our laboratories in the past decade.…”

Section: Neolignans From Piperaceaementioning

confidence: 93%

Biologically Active Neolignans from Amazonian Trees

Yoshida

1995

ACS Symposium Series

View full text Add to dashboard Cite

Typical magnolialean species of the Amazonian forest contain an especially characteristic class of natural products, the neolignans. Many of their isolated representatives are distinguished by important biological properties. The expectations for further successful pharmacological investigations are justified by several striking features of neolignans. With respect to their biosynthesis, one marvels that not less than 40 structural types and close to 700 derivatives can originate by oxidative dimerization of allylphenols and propenylphenols, from only two simple precursors. The second fact concerns a series of rearrangements which, possibly involving cyclic reaction paths, occur spontaneously under natural conditions. Neolignans can be defined as oxidative dimers of propenylphenol/propenylphenol as shown in Figure 1, propenylphenol/allylphenol as presented in Figure 2 and allylphenol/allylphenol. Different coupling modes of these units and further modifying steps increase the number of neolignans (J). Based on more than 400 neolignans isolated from Amazonian species of Myristicaceae and Lauraceae, Gottlieb and Yoshida (2) proposed a model of evolution in a micromolecular system. In this scheme the Cope, retro-Claisen, Claisen rearrangements constitute an example of microscopic reversibility as pictured in Figure 3. Neolignans from MyristicaceaeEthnopharmacological interest in Myristicaceae species first evidenced by Schultes in 1954 (3), inspired Gottlieb and co-workers to develop phytochemical investigations on these arboreal plants dispersed over Amazonia. The occurrence of γ-lactones, flavonoids and neolignans was observed in trunk wood and a 0097-6156/95/0588-O085$12.00/0

show abstract

Section: Neolignans From Piperaceaementioning

confidence: 93%

Biologically Active Neolignans from Amazonian Trees

Yoshida

1995

ACS Symposium Series

View full text Add to dashboard Cite

show abstract

“…The leaf extract of the "fossil tree" Ginkgo biloba, whose major active components have been identified as the terpenoid ginkgolides (12), is one of the oldest therapeutic agents still used, primarily in the treatment of central and peripheral vascular disorders (10). Kadsurenone and related neolignans, isolated from the stems of Piper futokadsurae (Piperaceae) were the first natural products shown to be potent inhibitors of specific PAF binding to rabbit platelet membranes and also of PAF-induced platelet aggregation (21).…”

Section: In Vitro Biochemical and Functional Studiesmentioning

confidence: 99%

Cardiovascular Properties of Yangambin, a Lignan Isolated from Brazilian Plants

Tibiriçá

2001

Cardiovascular Drug Reviews

View full text Add to dashboard Cite

Yangambin was initially selected from a number of lignans isolated from Brazilian plants for its ability to antagonize Platelet-Activating Factor (PAF, 1-O-hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine)-induced biological effects. Subsequently it was shown that, besides its antagonistic properties at PAF receptors, yangambin also prevents the cardiovascular collapse observed during anaphylactic and endotoxic /septic shocks, as well as the vascular and cardiac hyporesponsiveness to catecholamines in endotoxic shock. It is suggested that this naturally occurring compound could be of potential interest in the adjunctive management of the above mentioned pathologies. In the present article, we review the main studies investigating the pharmacological properties of yangambin related to the cardiovascular function.

show abstract

“…Moreover, its fruit has been used for cooking in Japan, as it is similar to pepper and is used for improving digestive function [4]. Several lignans and neolignans have been isolated from the genus Piper, and various constituents including amides, lignans, terpenes, and cyclohexanes have been isolated from P. kadsura [2,[5][6][7][8]. The extract and components of this plant have anti-human hepatitis B virus [9], anti-platelet activating factor (PAF) [5,10], anti-insect feeding [11] and anti-inflammatory activities [2].…”

Section: Introductionmentioning

confidence: 99%