A new lignan glycoside from the aerial parts and cytotoxic investigation of Uvaria rufa

Abstract

Chemical investigation of the aerial parts of Uvaria rufa (Dunal) Blume collected from Vietnam yielded one new lignan glycoside, ufaside (1), along with six known compounds, oxoanolobine (2), ergosta-4,6,8(14),22-tetraen-3-one (3), catechin (4), epicatechin (5), daucosterol (6) and glutin-5-en-3-one (7). Their chemical structures were determined by using NMR, HR-MS spectroscopic analyses and in comparison with the reported data. A cytotoxic analysis of U. rufa herb extracts was performed for the first time using nine human cancer cell lines (MCF-7, MDA-MB-231, LNCaP, MKN7, SW480, KB, LU-1, HepG2 and HL-60) derived from different tumour types. Of these seven constituents, compounds 2 and 3 displayed moderate cytotoxicity against the human lung adenocarcinoma cell line (LU-1) with IC50 values of 9.22 ± 1.02 μg/mL and 10.21 ± 1.16 μg/mL, respectively.

Annonaceae: Breaking the Wall of Inflammation

“…Similarly, this diversity can also be seen in its wide range of phyto-constituents. Phytochemical studies of this family have reported the presence of alkaloid (Malebo et al, 2013 ; Kouam et al, 2014 ; Soares et al, 2015 ), cyclopeptides (Wu P. et al, 2014 ; Moghadamtousi et al, 2015 ), flavonoids (Lage et al, 2014 ; Chokchaisiri et al, 2015 ), terpenoids (Annan et al, 2013 ; Rabelo et al, 2016 ), and lignans (Moreira et al, 2013 ; Nguyen et al, 2015 ; Rayanil et al, 2016 ). Several bioactivities including antimalarial (Frausin et al, 2014 ; Meira et al, 2015 ), antiplatelet, (Thang et al, 2013a ; González-Esquinca et al, 2014 ), and anti-inflammatory activity (Kandimalla et al, 2016 ) are just to name a few.…”

(R)-3-(8'-Hydroxyfarnesyl)-indole and other chemical constituents from the flowers of Anomianthus dulcis and their antimalarial and cytotoxic activities

“…The crude extract and some secondary metabolites from this plant showed antibacterial (Ubonopas et al 2014;Kadchumsang et al 2015), anticancer, anti-Herpes Simplex Virus I (Ubonopas et al 2014), antispasmodic, (Wiya et al 2018) and antioxidant activities (Kadchumsang et al 2015). Furthermore, previous investigations of plants from the Uvaria genus have found several types of secondary metabolites such as polyoxygenated cyclohexenes (Ho et al 2015;Okpekon et al 2015;Hsu et al 2016;Auranwiwat et al 2017;Awale et al 2017;Auranwiwat et al 2019a;Auranwiwat et al 2019b), flavonoids (Salae et al 2017;Auranwiwat et al 2018), alkaloids (Auranwiwat et al 2018), naphthalenes (Auranwiwat et al 2017;Salae et al 2017), xanthenes (Macabeo et al 2014) and lignan glycosides (Nguyen et al 2015). Some of these chemical constituents have shown significant bioactivities, including anticancer (Macabeo et al 2014;Ho et al 2015;Awale et al 2017), anti-inflammatory (Hsu et al 2016), antimalarial (Auranwiwat et al 2017;Salae et al 2017), antimicrobial (Okpekon et al 2015), antiglycation and antioxidant activities (Thomas and Essien 2018).…”

Relaxant Activities of Extracts from Uvaria rufa Blume and Caesalpinia sappan L. on Excised Rat’s Prostate Strips

“…Caesalpinia sappan L. and Uvaria rufa Blume are plants belonging to the Leguminosae and Annonaceae families. Both of them are distributed in tropical areas, especially Southeast Asia [10][11]. C. sappan is commonly understood by Thai people as phang while U. rufa is known as pee paun noi.…”

“…A variety of phenolic compounds, including xanthone, coumarin, chalcones, flavones, isoflavonoids and brazilin, were found in the wood of C. sappan [15]. Various parts of U. rufa also contained flavonoids, flavonols, alkaloids, and flavonolrutin, isoquercitrin, kaempferol, quercitrin and lignan glycoside [10][11][26][27]. β-sitosterol has been detected in ethyl acetate extracts from U. rufa stems [28].…”