Vasorelaxing Activity of Two Coumarins from <i>Murraya paniculata</i> Leaves

Abstract

In the search for novel chemical scaffolds leading to potential antihypertensive agents, the methanol extract of Murraya paniculata leaves was assessed for its effects on isolated rat aorta rings. The vasorelaxing effect of the chloroform fraction of the methanol plant extract was the most potent for its vasorelaxing activity on rat aorta rings contracted by 60 mM K (K60). Two coumarins were isolated from the chloroform fraction: the novel kimcuongin (1) and the known murracarpin (2). Their structures were determined from spectroscopic evidences including 1 H-and 13 C-NMR, correlation spectroscopy (COSY), nuclear Overhauser effect spectroscopy (NOESY), heteronuclear multiple bond correlation (HMBC), heteronuclear single quantum correlation (HSQC), and high resolution mass spectrometry (HR-MS). Kimcuongin and, to a lesser extent, murracarpin, showed vasorelaxing activity with IC 50 values of 37.7 µM and 139.3 µM, respectively. The coumarins kimcuongin and murracarpin may thus represent a novel class of vasodilators of natural source.

Warfarin and coumarin-like Murraya paniculata extract down-regulate EpCAM-mediated cell adhesion: individual components versus mixture for studying botanical metastatic chemopreventives

“…In the huge treasure of the Traditional Chinese Medicine (TCM), we hunted for those TCM that should possess the following properties: safe, anti-adhesion, anti-inflammation, anti-coagulation, analgesic, and vasodilation. The TCM Murraya paniculata (L.) Jack meets the above criteria 14 15 16 . The extract from this TCM appeared to be very safe with the oral LD 50 value to mice > 5 g/kg (the maximum mouse intragastric administration volume) 17 .…”

Vasorelaxing Activity of Stilbenoid and Phenanthrene Derivatives from Brasiliorchis porphyrostele: Involvement of Smooth Muscle CaV1.2 Channels

“…Aorta ring preparation Aorta rings (2-2.5 mm wide) were prepared from 69 male Wistar rats (250-350 g; Charles River Italia), anaesthetized (i. p.) with a mixture of Zoletil 100 (7.5 mg/kg tiletamine and 7.5 mg/kg zolazepam; Virbac Srl) and Rompun (4 mg/kg xylazine; Bayer), decapitated, and exsanguinated. Contractile isometric tension was recorded as described elsewhere [22]. In rings precontracted with 0.3 µM phenylephrine, an acetylcholine-induced relaxation ≥ 75 % denoted the presence of a functional endothelium; on the contrary, a relaxation < 10 % was considered representative of the lack of the endothelial layer.…”

Anti-Inflammatory Prenylated Phenylpropenols and Coumarin Derivatives from Murraya exotica

“…25 The (10′R,11′R) absolute configuration was confirmed by the Cotton effect at 321 nm in the ECD spectrum of the Mo 2 (OAc) 4 complex 26−28 in DMSO (Figure 6). Thus, the absolute configuration of exotimarin F (10) 30 indicated that C-2′ and C-3′ are part of a saturated alkyl moiety. Thus, based on the combination of the 1 H− 1 H COSY and HMBC data analyses, the structure of exotimarin H (12) was defined as [8-(2-isovaleryloxy-3-methyl-1-oxobut-2-enyl)]-7-methoxycoumarin.…”