scholarly journals Two Spirostan Steroid Glycoside Fatty Esters from Dioscorea cayenensis

2013 ◽  
Vol 8 (3) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Zulfiqar Ali ◽  
Troy J. Smillie ◽  
Ikhlas A. Khan

Two new fatty acid-spirostan steroid glycoside esters, progenin III palmitate (1) and progenin III linoleate (2), were isolated from the MeOH extract of Dioscorea cayenensis rhizomes. The extract also yielded seven previously known spirostan and furostan steroid glycosides (3-9). The structures of the new compounds were established as (25 R)-spirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1→2)-[6- O-palmitoyl]- O-β-D-glucopyranoside (1) and (25 R)-spirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1→2)-[6- O-linoleoyl]- O-β-D-glucopyranoside (2) by chemical and spectroscopic methods, including 1D and 2D NMR. The known compounds were identified as progenin III (3), dioscin (4), deltonin (5), asperin (6), gracillin (7), protodioscin (8)], and methyl protodioscin (9).

2007 ◽  
Vol 2 (1) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Alla A. Kicha ◽  
Natalia V. Ivanchina ◽  
Anatoly I. Kalinovsky ◽  
Pavel S. Dmitrenok ◽  
Natalia V. Palyanova ◽  
...  

Two new steroid glycosides, linckosides L1 (1) and L2 (2), were isolated, along with the previously known echinasteroside C (3) from the ethanolic extract of the Vietnamese blue starfish, Linckia laevigata. The structures of the new compounds were elucidated by spectroscopic methods (mainly 2D NMR) and chemical transformations. Lifetime observations and analyses of silver impregnated preparations on the culture of neuroblastoma C-1300 cells showed that glycosides 1, 2, and 3 are capable of inducing neuronal differentiation similar to that of neurotrophins and of enhancing substantially the neuritogenic activity of NGF.


Marine Drugs ◽  
2021 ◽  
Vol 19 (6) ◽  
pp. 305
Author(s):  
Guangyuan Luo ◽  
Li Zheng ◽  
Qilin Wu ◽  
Senhua Chen ◽  
Jing Li ◽  
...  

Six new fusarin derivatives, fusarins G–L (1–6), together with five known compounds (5–11) were isolated from the marine-derived fungus Fusarium solani 7227. The structures of the new compounds were elucidated by means of comprehensive spectroscopic methods (1D and 2D NMR, HRESIMS, ECD, and ORC) and X-ray crystallography. Compounds 5–11 exhibited potent anti-inflammatory activity by inhibiting the production of NO in RAW264.7 cells activated by lipopolysaccharide, with IC50 values ranging from 3.6 to 32.2 μM. The structure–activity relationships of the fusarins are discussed herein.


2018 ◽  
Vol 2018 ◽  
pp. 1-8 ◽  
Author(s):  
Nguyen Phuong Thao ◽  
Pham Thanh Binh ◽  
Nguyen Thi Luyen ◽  
Ta Manh Hung ◽  
Nguyen Hai Dang ◽  
...  

As part of an ongoing search for new natural products from medicinal plants to treat type 2 diabetes, two new compounds, a megastigmane sesquiterpenoid sulfonic acid (1) and a new cyclohexylethanoid derivative (2), and seven related known compounds (3–9) were isolated from the leaves of Wedelia chinensis (Osbeck.) Merr. The structures of the compounds were conducted via interpretation of their spectroscopic data (1D and 2D NMR, IR, and MS), and the absolute configurations of compound 1 were determined by the modified Mosher’s method. The MeOH extract of W. chinensis was found to inhibit α-amylase and α-glucosidase inhibitory activities as well as by the compounds isolated from this extract. Furthermore, compound 7 showed the strongest effect with IC50 values of 112.8 ± 15.1 μg/mL (against α-amylase) and 785.9 ± 12.7 μg/mL (against α-glucosidase). Compounds 1, 8, and 9 showed moderate α-amylase and α-glucosidase inhibitory effects. Other compounds showed weak or did not show any effect on both enzymes. The results suggested that the antidiabetic properties from the leaves of W. chinensis are not simply a result of each isolated compound but are due to other components such as the accessibility of polyphenolic groups to α-amylase and α-glucosidase activities.


2017 ◽  
Vol 12 (2) ◽  
pp. 1934578X1701200
Author(s):  
Thanh Tra Nguyen ◽  
Bich Ngan Truong ◽  
Huong Doan Thi Mai ◽  
Marc Litaudon ◽  
Van Hung Nguyen ◽  
...  

Three new compounds, hydnohainanic acid (1), and hydnohainanin A (2) and B (3) were isolated from the fruits of Hydnocarpus hainanensis (Achariaceae). Their structures were determined by spectroscopic analysis, including 2D NMR, and MS. Compounds 1-3 were evaluated for their cytotoxic activity against the KB cell line. Compound 1 had a moderate cytotoxicity with an IC50 value of 32.5 μg/mL, while the two remaining compounds did not exhibit inhibition, even at a concentration of 128 μg/mL.


Molecules ◽  
2019 ◽  
Vol 24 (23) ◽  
pp. 4412 ◽  
Author(s):  
Yves Salomon Makong ◽  
Gervais Mouthé Happi ◽  
Judith Liliane Djouaka Bavoua ◽  
Jean Duplex Wansi ◽  
Lutfun Nahar ◽  
...  

A phytochemical study of the root and bark of Brucea antidysenterica J. F. Mill. (Simaroubaceae) afforded three new compounds, including a stilbene glycoside bruceanoside A (1), and two canthinone alkaloids bruceacanthinones A (3) and B (4), along with ten known secondary metabolites, rhaponticin (2), 1,11-dimethoxycanthin-6-one (5), canthin-6-one (6), 1-methoxycanthin-6-one (7), 2-methoxycanthin-6-one (8), 2-hydroxy-1,11-dimethoxycanthin-6-one (9), β-carboline-1-propionic acid (10), cleomiscosin C (11), cleomiscosin A (12), and hydnocarpin (13). The structures of all the compounds were determined using spectrometric and spectroscopic methods including 1D and 2D NMR, and HRSEIMS. The identities of the known compounds were further confirmed by comparison of their data with those reported in the literature. The root and bark methanolic extracts, the dichloromethane and ethyl acetate soluble fractions, and the isolated compounds (3–13), were assessed for their cytotoxicity against the cancer cell lines A-549, MCF-7, and PC-3. The results suggested that compounds in the extracts might possess a synergic action in their cytotoxicity.


Molecules ◽  
2020 ◽  
Vol 25 (6) ◽  
pp. 1405 ◽  
Author(s):  
Thanh-Hao Huynh ◽  
Lee-Shing Fang ◽  
Yu-Hsin Chen ◽  
Bo-Rong Peng ◽  
You-Ying Chen ◽  
...  

Five 8,17-epoxybriaranes, including three new compounds—briarenols I–K (1–3), along with two known analogues, briaexcavatolide P (4) and briaexcavatin P (5), were isolated from the octocoral Briareum excavatum. The structures of briaranes 1–3 were elucidated by spectroscopic methods, including 1D and 2D NMR studies and (+)-HRESIMS. Briarane 4 exerted inhibition effects on inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) release from RAW 264.7.


2010 ◽  
Vol 5 (10) ◽  
pp. 1934578X1000501
Author(s):  
Ning Li ◽  
Wan Xiao ◽  
Bailing Hou ◽  
Xian Li

Two new cycloartane glycosides were isolated from the whole herbs of Camptosorus sibiricus Rupr. By means of chemical and spectroscopic methods (1D and 2D NMR, HRMS, ESIMS), the structures were established as (24 R)-3β,7β,24,25,30-pentahydroxycycloartane-30- O-coumaroyl-3- O-β-D-glucopyranosyl-24- O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (1) and (24 R)-3β,7β,24,25,30-pentahydroxy-1-ene-cycloartane 24- O-β-D-glucopyranoside (2). The two new compounds were inactive in vitro against A375-S2 and Hela human tumor cell lines using the MTT method.


2016 ◽  
Vol 11 (2) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Wei Dai ◽  
Hui Li ◽  
Wenli Cong ◽  
Wenbin Zhao ◽  
Qi Wang

Two new eremophilane sesquiterpenes, 12-oxa-1β, 5β,8,9aβ-tetramethyl-4α,5-ethano-4aβ-hydroxy-7β,10aβ-epoxy-9β-angeloyloxy-1,2,3,4,4a,5,6,7,9,9a,10,10a-dodecahydro-anthracen-13-on (knorringianalarin A, 1) and 6,9-dien-8-oxoeremophil-12-nor-11-ketone (knorringianalarin B, 2), and a new resorcinol, 4-acetyl-6-(2-methylpropionyl)-1,3-resorcinol (knorringianalarin C, 3) were isolated from the roots and rhizomes of Ligularia knorringiana, together with three known eremophilane sesquiterpenes (4–6). The structures of the new compounds were identified by spectroscopic methods including 2D-NMR techniques.


2008 ◽  
Vol 3 (6) ◽  
pp. 1934578X0800300
Author(s):  
Peng Zhang ◽  
Yiyu Cheng ◽  
Zhongjun Ma

Two new cycloartane glycosides were isolated from the whole herbs of Camptosorus sibiricus Rupr.. By means of chemical and spectroscopic methods (IR, 1D- and 2D- NMR, HRMS, ESI-MS), the structures were established as (24 R)-3β,7β,24,25,30-pentahydroxycycloartane 3- O-β-D-glucopyranosyl-24- O-β-D-glucopyranosyl-30- O-β-D-glucopyranoside (1), and (24 R)-3β,7β,24,25,30-pentahydroxycycloartane 3- O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-24- O-β-D-xylopyranosyl-(1→2)-β-D-glucopyranoside (2). The two new compounds were tested for their cytotoxicity in vitro against human tumor cell lines (A375-S2, Hela) using the MTT method, but both compounds were inactive.


2015 ◽  
Vol 10 (2) ◽  
pp. 1934578X1501000
Author(s):  
QingHu Wang ◽  
Nayintai Dai ◽  
Narenchaoketu Han ◽  
Wuliji Ao

Two new compounds, namely 5-methyl-4,2′,3′,5′-tetrahydroxy-4′-methoxy-2-aldehyde biphenyl (1) and 1,8-dioxo-1,8-dihydropyrano[3,4-c]pyran-3,6-dicarboxyl acid, diethyl ester (2), were isolated from the 95% ethanol extract of the roots of Paeonia lactiflora Pall. The structures of 1 and 2 were elucidated by spectroscopic methods, including UV, IR, HR-ESI-MS and extensive 1D and 2D NMR techniques.


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