Inhibitory Effect of Compounds from Goniothalamus tapis Miq. and Goniothalamus uvaroides King on Platelet‐Activating Factor Receptor Binding

Abstract

Phytochemical investigation on the bark of Goniothalamus tapis Miq. and G. uvaroides King has resulted in the isolation of eight styryl-lactones, (-)-cryptomeridiol, liriodenine, 3-methyl-1H-benz[f]indole-4,9-dione, (-)-stigmasterol and dimethyl terephthalate. The structures of the compounds were elucidated by spectroscopic techniques. The compounds were evaluated for their effect on platelet-activating factor (PAF) receptor binding on rabbit platelets using (3) H-PAF as a ligand. Among the compounds tested, (-)-cryptomeridiol, (+)-goniothalamin and (+)-isoaltholactone exhibited a significant and concentration-dependent inhibitory effect on PAF receptor binding, with inhibitory concentration (IC)(50) values of 17.5, 19.7 and 46.5 µm, respectively. The inhibitory effects of the first two compounds were comparable to that obtained from the positive control, cedrol. The results indicated that these compounds were strong PAF receptor binding inhibitors.

Emerging Anticancer Potentials of Goniothalamin and Its Molecular Mechanisms

“…Other reported biological properties of some compounds are antifungal, antiplasmodial, antimycobacterial, insecticidal, antimalarial, anti-inflammatory, immunosuppressive, and inhibitor of platelet-activating factor (PAF) receptor binding activities [30, 31]. Currently, 100 styryl-lactones are available approximately which are either discovered from natural products or made as synthetic analogs.…”

Goniothalamus: Phytochemical and Ethnobotanical Review

“…The fruit is used to treat stomachache [18,110]. Goniothalamus uvaroides King parts are used traditionally as postpartum protective remedies and abortifacients and to treat typhoid fever, rheumatism, and headache [19,114]. There is a list of Goniothalamus species with their common names, part used, and their traditional uses in Table 3.…”

“…They are used traditionally as postpartum protective remedies, abortifacients, and to treat typhoid fever, rheumatism, and headache. [19,114] Goniothalamus cheliensis. Table 4.…”

“…Table 4. Goniothalamus umbrosus Leaves 1-Butyl-2-cyclohexen-1-ol, benzaldehyde and globulol [85,30] Goniothalamus umbrosus Root Dehydrogoniothalamin, goniothalamin (26), 5-acetoxy goniothalamin [86,73] Goniothalamus leiocarpus Stem bark 7-Epi-goniodiol , leiocarpin B and leiocarpin C, Annonacin (6), Corossoline, gigantriocin, murisolin, gonothalamin [87,88,34,37] Goniothalamus leiocarpus Seed Leiocyclocin A, leiocyclocin B, Leiocyclocin C and D [89,90,38,39] Goniothalamus leiocarpus Stereoselectively synthesized 7-Epi-goniodiol and leiocarpin A [91,92,35,40] Goniothalamus laoticus Stem Laoticuzanone A,3-Methyl-1H-1-azaanthracene-2,9,10-trione, griffithazanone A (45), methyl sinapate, methyl p-coumarate, p-hydroxyphenylethyl p-coumarate [93,41] Goniothalamus albiflous Ban Leaf oil α-Pinene, caryophyllene oxide, and 1,8-cineole [94,44] (Continued ) Goniothalamus marcanii Stem bark Azaanthraquinones and 3-Aminonaphthoquinone [114,77] Goniothalamus marcanii Leaves and twigs 5-hydroxygoniothalamin, 5-acetylgoniothalamin, and goniopypyrone (42). [115,80] Goniothalamus arvensis Stem bark ()-Garvensintriol, ()-etharvendiol, ()-goniofufurone (55) [116,82] Goniothalamus tomentosus Stem bark and roots Aristololactam BII, ouregidione , stigmasterol [117,83] Goniothalamus woodii Root Goniothalamin (26), 5-acetoxygoniothalamin and goniotriol [118,86] Goniothalamus borneensis Bark Goniothalesdiol and goniothalactam [119,88] Goniothalamus dolichocarpus Stem bark ()-5β-Hydroxygoniothalamin [120,92] Goniothalamus r...…”

Synthesis of Pyrroloquinones via a CAN Mediated Oxidative Free Radical Reaction of 1,3‐Dicarbonyl Compounds with Aminoquinones

“…In addition to this, 3-methyl-1H-benz[f] indole-4,9-dione ( 3 ) is a natural product isolated from the barks of G. tapis and G. uvaroides containing pyrrolonaphthaquinone ring system. This compound shows strong inhibitory effects on platelet-activating factor (PAF) receptor [ 18 ]. Selected few examples of the natural products containing pyrroloquinone units are given in Figure 1 .…”