Anti-Babesial Compounds from Rosa damascena Mill

2007 ◽  
Vol 2 (7) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Ahmed Elkhateeb ◽  
Hideyuki Matsuura ◽  
Masahiro Yamasaki ◽  
Yoshimitsu Maede ◽  
Ken Katakura ◽  
...  

Bioassay-guided investigation of extracts of the flowers of Rosa damascena Mill. led to the isolation of four anti-babesial compounds, 3,4-dihydroxy benzoic acid (1), gallic acid (2), 2-phenylethyl 6- O-galloyl-β-D-glucopyranoside (3), and quercetin 3- O-β-D-(6- O-acetyl)-glucopyranosyl-(1→4)-α-L-rhamnopyranoside (9), in addition to five flavonoid compounds which possessed weak anti-babesial activity, kaempferol 3- O-β-D-glucopyranoside (4), kaempferol 3- O-β-D-xylopyranoside (5), kaempferol 3- O-α-L-rhamnopyranoside (6), quercetin 3- O-β-D-glucopyranoside (7), and quercetin 3- O-α-L-rhamnopyranoside (8). Among the isolated compounds, 3 possessed the greatest anti-babesial activity with an IC50 value of 11.78 μg/mL. Although compound 3 is known, no published reports list detailed spectroscopic data for the molecule. Therefore, the first complete structural elucidation of 3 using 1D and 2D NMR spectroscopic analysis is reported here. This is the first report of the isolation of compounds 1, 5, and 9 from R. damascena.

2017 ◽  
Vol 72 (1-2) ◽  
pp. 71-75 ◽  
Author(s):  
Savio S. Elo-Manga ◽  
Anastasie E. Tih ◽  
Raphael T. Ghogomu ◽  
Alain Blond ◽  
Bernard Bodo

AbstractThe leaves ofCampylospermum elongatumhave furnished the cyano-glycoside (lithospermoside), nine isomeric biflavonoid derivatives among which five are I3–II6linked (robustaflavone; 4′-O-methyl robustaflavone; 4′,4″′-di-O-methyl robustaflavone; 7,4′,4″-tri-O-methyl robustaflavone; 4′,7″-di-O-methyl robustaflavone) and four I3–II8linked (amentoflavone; 7-O-methyl amentoflavone; 7,7″-di-O-methyl amentoflavone; 7, 4′,7″-tri-O-methyl amentoflavone) and a flavone glycoside, 4″-O-methyl-7-O-β-d-galactosylapigenin. All structures were established from a complete spectroscopic analysis (MS, IR, 1D, and 2D NMR, including HSQC, HMBC, and NOESY) as well as by comparing the obtained spectroscopic data with literature. This is the first report on the characterization of 4′-O-methyl-7-O-β-d-galactosylapigenin from the genuscampylospermumand thus has important chemotaxonomic implications.


2016 ◽  
Vol 11 (6) ◽  
pp. 1934578X1601100
Author(s):  
Hsin-Huan Chang ◽  
Yu-Chia Chang ◽  
Wu-Fu Chen ◽  
Tsong-Long Hwang ◽  
Lee-Shing Fang ◽  
...  

The structures of pubinernoid A (1) and apo-9′-fucoxanthinone (2), isolated from a gorgonian coral Pinnigorgia sp., were elucidated on the basis of spectroscopic analysis and by comparison of their spectroscopic data with those of known compounds. This is the first report of 1 and 2 from an animal source. Apo-9′-fucoxanthinone (2) displayed a significant inhibitory effect on the release of elastase by human neutrophils, with an IC50 value of 5.75 μM.


2016 ◽  
Vol 11 (12) ◽  
pp. 1934578X1601101
Author(s):  
Wasana Prapalert ◽  
Dammrong Santiarworn ◽  
Saisunee Liawruangrath ◽  
Boonsom Liawruangrath ◽  
Stephen G. Pyne

Two carotenoids, lutein (1) and lutein 3′-methyl ether (2), have been isolated from the EtOAc fraction of the MeOH extract of Peristrophe lanceolaria, growing in Thailand. The structures of these compounds were elucidated from their 1D and 2D NMR spectroscopic data and from comparisons made with the literature data. This is the first report of the isolation of lutein-3′-methyl ether as a natural product.


2009 ◽  
Vol 4 (1) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Yana M. Syah ◽  
Euis H. Hakim ◽  
Sjamsul A. Achmad ◽  
Muhamad Hanafi ◽  
Emilio L. Ghisalberti

Two isoprenylated flavanones, macatrichocarpins A and B, and two isoprenylated dihydrochalcones, macatrichocarpins C and D, have been isolated and identified from the acetone extract of the leaves of Macaranga trichocarpa. The structures of these compounds were determined based on spectroscopic data, including UV, IR, 1D and 2D NMR spectroscopic and HREIMS data. This is the first report of the presence of dihydrochalcone derivatives in the genus Macaranga.


2012 ◽  
Vol 32 (2) ◽  
pp. 239
Author(s):  
Rosica P. Nikolova ◽  
Boris Shivachev ◽  
Bozhana Mikhova ◽  
Bistra Stamboliyska ◽  
Kristina Mladenovska ◽  
...  

In this paper, the synthesis and structure of a novel pyrano[3,2-c]coumarin, which was obtained unexpectedly in a reaction of phosphoryl chloride and acenocoumarol, are presented. The chemical structure of the novel compound was elucidated by a detailed spectroscopic analysis based mainly on 1D and 2D NMR techniques. The structure was finally confirmed with a single-crystal X-ray analysis. The B3LYP/6-311+G** method correctly reproduces the bond lengths, bond angles, torsion angles, and other experimental spectroscopic data, which can be useful for investigating the characteristics of some structurally related molecules. Additionally, the title compound was obtained in high yields by performing a dehydratation reaction of acenocuomarol with acetic anhydride.  


2018 ◽  
Vol 54 (2C) ◽  
pp. 402
Author(s):  
Nguyen Manh Cuong

From the rhizomes of Curcuma singularis Gagnep (Zingiberaceae family), six compounds,including three terpenoids, p-menthane-1,2,4-triol (1), amoxantin A (2), rugosic acid B (3); twodiols, 2,3-butanediol (4) [2R,3R-butanediol (4a) and 2S,3S-butanediol (4b)], and meso-2,3-butanediol (5), along with 3-hydroxy-4-methoxy benzoic acid (6) were isolated. All of sixcompounds were obtained for the first time from the Curcuma genus. The structures of thosecompounds were determined by 1D and 2D-NMR spectroscopic data.


2006 ◽  
Vol 1 (8) ◽  
pp. 1934578X0600100 ◽  
Author(s):  
Neeraj Kumar ◽  
Bikram Singh ◽  
Vijay K Kaul

A new flavanone glycoside, butin 4′-O-(2″-O-β-D-apiofuranosyl)-β-D-glucopyranoside (1), together with liquiritin (2), liquiritin apioside (3), isoliquiritn apioside (4), davidioside (5), quercetin (6), kaempferol (7), kaempferol 3-O-β-D-glucopyranoside (8) and kaempferol 3-O-α-L-arabinofuranoside (9) were isolated from the marc of Rosa damascena flowers after industrial distillation of essential oil. This is the first report of the occurrence of compounds 2, 3, 4 and 5 in R. damascena. The structures of the isolated constituents were established on the basis of spectroscopic {UV, IR, 1D, 2D NMR (DEPT, HMQC, HMBC and COSY)}, spectrometric (ESI-QTOF-MS), and chemical evidence.


2011 ◽  
Vol 6 (9) ◽  
pp. 1934578X1100600
Author(s):  
Didem Şöhretoğrlu ◽  
Tibor Liptaj ◽  
M. Koray Sakar ◽  
Olov Sterner

A new acylated neohesperoside derivative, 1-octyl-4′-isovaleroyl-neohesperoside (1), was isolated from Geranium purpureum Vili. (Geraniaceae) together with the known compounds quercetin-3-rutinoside and gallic acid. The identification of the isolated compounds was carried out by spectroscopic analysis including 1D- and 2D- NMR (1H, 13C, COSY, HSQC and HMBC) spectroscopy and ESI-TOF-MS.


Author(s):  
Phuong Hoai Nguyen ◽  
Thuy Thi Le Nguyen ◽  
Duc Trung Nguyen ◽  
Mai Thi Thanh Nguyen ◽  
Phung Kim Phi Nguyen

From L. racemosa leaves eight compounds were isolated: myricetin (1), quercetin (2), myricetin 3-O-α-L-rhamnopyranoside (3), myricetin 3-O-(2"-O-galloyl-α-L-rhamnopyranoside) (4), myricetin 3-O-(3"-Ogalloyl-α-L-rhamnopyranoside) (5), 3-Omethylellagic acid (6), (3S,5R,6S,7E)-3,5,6- trihydroxy-7-megastigmen-9-one (7) and gallic acid (8). Their chemical structures were unambiguously elucidated by analysis of 1D and 2D NMR and high resolution ESI mass spectroscopic data, as well as by comparison with those reported in the literature. The α- glucosidase inhibition was evaluated on isolated compounds. Among them, 1, 4, 5, 6 and 8 exhibited good activities with the IC50 values in the range of 1.3-19.3 µM.


2020 ◽  
Vol 75 (1-2) ◽  
pp. 51-56
Author(s):  
C. Emade Kwene ◽  
Anastasie E. Tih ◽  
Bintou Abderamane ◽  
Rapheal T. Ghogomu

AbstractThe leaves of Garcinia epunctata Stapf have furnished two new phenolic glucosides, epunctosides A and B, along with 13 known secondary metabolites identified as lanceoloside A, betulinic acid, lupeol, stigmasterol, β-sitosterol, β-sitosterol-3-O-β-d-glucopyranoside, stigmasterol-3-O-β-d-glucopyranoside, luteolin-7-O-glucoside, quercitin-7-O-glucoside, amentoflavone, robustaflavone, 4′-O-methyl-amentoflavone and 4′-O-methyl-robustaflavone. All structures were established from chemical and spectroscopic evidence including 1D and 2D NMR data as well as by comparing the obtained spectroscopic data with literature. This is the first report of the presence of phenolic glucosides in the genus Garcinia.


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