scholarly journals Chemical constituents of the lichen Dendriscosticta platyphylloides, Lobariaceae

2019 ◽  
Vol 22 (1) ◽  
pp. 165-172
Author(s):  
Dung Thi My Nguyen ◽  
Lien Thi My Do ◽  
Huynh Thi Ngoc Tuyet ◽  
Minh Ky Quang Ho ◽  
Hai Tuan Nguyen ◽  
...  

Introduction: Dendriscosticta is a new genus belong the Sticta wrightii group of the family Lobariaceae. This genus of foliose lichen is widely distributed in tropical regions worldwide. The lichen Dendriscosticta platyphylloides is very abundant in Bidoup forest, Lam Dong province, Vietnam. Methods: The structure of these compounds was elucidated through the interpretation of their 1D and 2D-NMR and HR-MS data. The cytotoxic activities of these compounds against liver hepatocellular carcinoma (HepG2), human lung cancer (NCI-H460), human epithelial carcinoma (HeLa) and human breast cancer (MCF-7) cell lines was performed at the concentration of 100 mg/mL using the sulforhodamine B (SRB) assay. Results: In this paper, we reported the isolation of six known compounds, including (1) 15a-acetoxyhopan-22-ol (2) hopane-15a,22-diol, (3) zeorin, (4) cerevisterol, (5) salvigenin, and (6) 5-hydroxy-3',4',7-trimethoxyflavone. Conclusion: This is the first time that these compounds are isolated from Dendriscosticta genus. These compounds showed no cytotoxic activity against four cell lines.  

Author(s):  
Huy Thuc Duong ◽  
Hao Xuan Bui

The lichen Roccella sinensis has not been studied chemically. This research described the isolation and elucidation of compounds isolated from the lichen Roccella sinensis collected in Binh Thuan. Phytochemistry investigation of this lichen was carried out by using normal phase silica gel column chromatography and thin-layer chromatography. Six compounds was isolated. Their structures were established by extensively spectroscopic analysis as well as comparison with NMR data in the literatures. They are (+)-D-montagnetol (1), (+)-D-erythrin (2), lecanorin (3), 1-acetylerythritol (4), (E)-nostodione A (5), and 2,4-dihydroxyphthalide (6). This is the first time compounds 3 6 were found in the Roccella genus. Compounds 1, 2, and 6 were evaluated for their cytotoxic activities against HepG2 (liver hepatocellular carcinoma), NCI-H460 (human lung cancer), MCF-7 (human breast cancer), and HeLa (human epithelial cancer) and all of them showed no activity.


Author(s):  
Nguyen Tan Phat ◽  
Mai Thanh Chi ◽  
Phan Nhat Minh ◽  
Dang Chi Hien ◽  
Mai Dinh Tri

The genus Phlogacanthus belongs to the family Acanthaceae and consists of more than 49 species, These species are widespread in tropical and subtropical zones such as Bangladesh, Bhutan, China, Indonesia, India, Myanmar and Vietnam. In Vietnam, the genus contains about 06 species. The extracts from some species in this genus have been evaluated for biological activities as analgesic, antiinflammatory, antimicrobial, antioxidant, antihyperglycemic and cytotoxic activities. In this study, the whole plant of Phlogacanthus turgidus was collected, dried, cut into small species, and extracted with ethanol to yield the ethanolic extract. Isolation of chemical constituents was performed using column chromatography on silica gel; their structures were elucidated by HRESI-MS, 1D & 2D-NMR and compared with published data. Six compounds, including two nor-isoprenoids: (+)-dehydrovomifoliol (1), (3S,5R,6R,7E,9S)-megastiman-7-ene-3,5,6,9-tetrol (2), two steroids b - sitosterol (3), daucosterol (4), one lignan (+)-syringaresinol (5), a derivative of phenylethanoid glycosides: martynoside (6) were isolated from the ethyl acetate extract of the whole plant of P. turgidus. Among them, 1, 2 were reported for the first time from the genus Phlogacanthus, while 3, 4, 5, 6, were found for the first time from this species.


Metabolites ◽  
2020 ◽  
Vol 10 (2) ◽  
pp. 75
Author(s):  
Samah O. Alshehri ◽  
Rania T. Malatani ◽  
Hanin A. Bogari ◽  
Ahmad O. Noor ◽  
Amany K. Ibrahim ◽  
...  

Chemical investigation of the ethyl acetate extract of Penicillium chrysogenum strain S003, a fungus isolated from Red Sea deep sediment, led to the isolation of a cerebroside molecular species LAMA (1) along with three other known compounds, ergosterol (2), epidioxyergosterol (3), and kojic acid (4). The structures of the isolated compounds were elucidated by interpretation of spectral data, including detailed 1D and 2D NMR (One and two dimensional Nuclear Magnetic Resonance) and mass spectrometry. The cytotoxic activities of isolated compounds 1–4 against five human carcinoma cells were evaluated using sulforhodamine B (SRB) assay. Compounds 2 and 3 displayed promising cytotoxic profiles against lung cancer (A-549), prostate (DU-145), breast adenocarcinoma (MCF-7), and hepatocellular (HepG2) cell lines, with IC50 values of 21.26, 19.3; 1.50, 6.10; 16.95, 13.6; and 2.89, 3.07 µM, respectively, while they were inactive against HeLa cells. Compounds 1 and 4 showed weak cytotoxic profiles against all cell lines under investigation.


2013 ◽  
Vol 59 (4) ◽  
pp. 19-32 ◽  
Author(s):  
Jeet S. Jangwan ◽  
Rita P. Aquino ◽  
Teresa Mencherini ◽  
Patrizia Picerno ◽  
Raghubir Singh

Abstract β-sitosterol and two triterpenoids: ursolic acid acetate and platanic acid have been isolated from ethanolic extract of Vitex trifola leaves. β-sitosterol was previously isolated from the leaves, stem and seeds of Vitex trifolia. Ursolic acid acetate has been isolated for the first time in this plant species. Platanic acid has been reported for the first time in Vitex trifolia and even in the family of this plant: Verbenaceae. These compounds were characterized using spectroscopic methods including 1D-1HNMR, 13CNMR, ESIMS and 2D-NMR (HSQC, HMBC, COSY) experiments and confirmed by comparison of their NMR data with those from the literature. A preliminary molluscicidal test for ethanol, chloroform and n-hexane extracts of leaves of Vitex trifolia against Biomphalaria alexandrina adult snails showed that ethanol extract of leaves with LC50 value 26.42 mg/l (27.92 mg/l - 24.99 mg/l) was more effective than n-hexane extract with LC50 value 35.48 mg/l (43.81 mg/l - 28.72mg/l) and chloroform extract with LC50 value 46.77 mg/l (53.59 mg/l - 43.81 mg/l) after 24 h exposure.


Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3714
Author(s):  
Emmanoel V. Costa ◽  
Liviane do N. Soares ◽  
Jamal da Silva Chaar ◽  
Valdenizia R. Silva ◽  
Luciano de S. Santos ◽  
...  

Diclinanona calycina R. E. Fries popularly known as “envira”, is a species of the Annonaceae family endemic to Brazil. In our ongoing search for bioactive compounds from Annonaceae Amazon plants, the bark of D. calycina was investigated by classical chromatography techniques that yielded thirteen compounds (alkaloids and flavonoids) described for the first time in D. calycina as well as in the genus Diclinanona. The structure of these isolated compounds were established by extensive analysis using 1D/2D-NMR spectroscopy in combination with MS. The isolated alkaloids were identified as belonging to the subclasses: simple isoquinoline, thalifoline (1); aporphine, anonaine (2); oxoaporphine, liriodenine (3); benzyltetrahydroisoquinolines, (S)-(+)-reticuline (4); dehydro-oxonorreticuline (3,4-dihydro-7-hydroxy-6-methoxy-1-isoquinolinyl)(3-hydroxy-4-methoxyphenyl)-methanone) (5); (+)-1S,2R-reticuline Nβ-oxide (6); and (+)-1S,2S-reticuline Nα-oxide (7); tetrahydroprotoberberine, coreximine (8); and pavine, bisnorargemonine (9). While the flavonoids belong to the benzylated dihydroflavones, isochamanetin (10), dichamanetin (11), and a mixture of uvarinol (12) and isouvarinol (13). Compound 5 is described for the first time in the literature as a natural product. The cytotoxic activity of the main isolated compounds was evaluated against cancer and non-cancerous cell lines. Among the tested compounds, the most promising results were found for the benzylated dihydroflavones dichamanetin (10), and the mixture of uvarinol (12) and isouvarinol (13), which presented moderate cytotoxic activity against the tested cancer cell lines (<20.0 µg·mL−1) and low cytotoxicity against the non-cancerous cell line MRC-5 (>25.0 µg·mL−1). Dichamanetin (11) showed cytotoxic activity against HL-60 and HCT116 with IC50 values of 15.78 µg·mL−1 (33.70 µmol·L−1) and 18.99 µg·mL−1 (40.56 µmol·L−1), respectively while the mixture of uvarinol (12) and isouvarinol (13) demonstrated cytotoxic activity against HL-60, with an IC50 value of 9.74 µg·mL−1, and HCT116, with an IC50 value of 17.31 µg·mL−1. These cytotoxic activities can be attributed to the presence of one or more hydroxybenzyl groups present in these molecules as well as the position in which these groups are linked. The cytotoxic activities of reticuline, anonaine and liriodenine have been previously established, with liriodenine being the most potent compound.


2012 ◽  
Vol 67 (3-4) ◽  
pp. 129-134 ◽  
Author(s):  
Yun L. Zhao ◽  
Xin Y. Wang ◽  
Li X. Sun ◽  
Rong H. Fan ◽  
Kai S. Bi ◽  
...  

4Phytochemical studies on Viscum coloratum have resulted in the isolation of nineteen compounds. The structures of the isolated compounds were identified on the basis of 1D, 2D NMR and HR-ESI-Q-TOF-MS. Pachypodol () and ombuine (6) were characterized in the family Loranthaceae for the first time. 1,7-Bis(4-hydroxyphenyl)-1,4-heptadien-3-one (8) and 5-hydroxy-3,7,3’-trimethoxyfl avone-4’-O-β-D-glucoside (13) were two new natural compounds, which exhibited cytotoxic activities against four human tumour cell lines (HeLa, SGC-7901, MCF-7, and U251)


2020 ◽  
Vol 15 (2) ◽  
pp. 91-102
Author(s):  
Xinzhu Wang ◽  
Peilei Hou ◽  
Yanbo Qu ◽  
Rizhen Huang ◽  
Yan Feng ◽  
...  

One new phenolic derivative, 1-(4',5'-dihydroxy-2'-methylphenyl)-pentane-1,4-dione (1), along with eighteen known compounds including eight sesquiterpenoids (2–9), one triterpenoid (10), one bisdpoxylignan (11), one coumarin (12), and seven flavonoids (13–19) were isolated from the dried inflorescence of Tibetan herbal medicine Pulicaria insignis. The structure of 1 was established by spectroscopic methods, including HRESIMS, IR, 1D, and 2D NMR. All isolates were assessed for the cytotoxic activities against MGC-803, T24, HepG2, and HeLa cell lines using the MTT assay. The results showed that compound 1 displayed moderate cytotoxicity against Hela and HepG2, and compounds 3, 4, 5, 6, and 13 exhibited potential cytotoxic activities against the four cell lines with IC50 values ranging from 3.05 to 14.37 μM. Notably, compound 5 exhibited significant anti-proliferative activities against HepG2 cell lines with the IC50 values of 3.05 ± 0.36 μM. Further bioactivity investigation showed that compound 5 could block HepG2 cells in the G1 phase of the cell cycle, thereby inhibiting the growth of HepG2 cells and inducing apoptosis in HepG2 cells.


2018 ◽  
Vol 54 (2C) ◽  
pp. 313
Author(s):  
Nguyen Thi My Dung

Chemical investigation of the ethyl acetate extract of the lichen Lobaria orientalis,Lobariaceae, collected in Vietnam, afforded six known compounds, including four triterpenoids,zeorin (1), 16β-acetoxyhopane-6α,22-diol (2), retigeric acid A (3), retigeric acid B (4), togetherwith two steroids, ergosterol-5α,8α-peroxide (5) and cerevisterol (6). Their chemical structureswere elucidated by spectroscopic data analysis and comparison with those reported in theliterature. The cytotoxic activities of some compounds against liver hepatocellular carcinoma(HepG2), human lung cancer (NCI-H460), human epithelial carcinoma (HeLa) and humanbreast cancer (MCF-7) cell lines were evaluated. Compound 2 exhibited good cytotoxicityagainst MCF-7 cancer cell line with IC50 value of 21.10 μg/mL. This is the first time compounds(1), (2), (6) are reported in the Lobaria genus.


2021 ◽  
Vol 16 (2) ◽  
pp. 1934578X2199334
Author(s):  
Do Thi Trang ◽  
Bui Huu Tai ◽  
Dan Thuy Hang ◽  
Pham Hai Yen ◽  
Phan Thi Thanh Huong ◽  
...  

Seven compounds (1-7) were isolated from the marine sponge Aaptos aaptos living in the Vietnamese sea. Their structures were determined as 2 hours, 5 H,7 H,9 H-9 S-hydroxy-imidazo[1,5- α]pyridine-1,3-dione (1), 3-([9-methylhexadecyl]oxy)propane-1,2-diol 2, 2,3-dihydro-2,3-dioxoaaptamine (3), indol-3-aldehyde (4), methyl indole-3-carboxylate (5) 4-hydroxy-5-(indole-3-yl)−5-oxo-pentan-2-one (6), and thymidine (7) by extensive analysis of HR-ESI-MS, 1D, and 2D NMR spectral data, as well as by comparison of the spectral data with those reported in the literature. In addition, the absolute configuration of 1 was determined from the experimental ECD spectrum and comparison of this with the theoretical ECD calculations using the TDDFT method. Compounds 1 and 2 were isolated from nature for the first time. Compound 3 induced cytotoxic activity against SK-LU-1, MCF-7, HepG2, and SK-Mel-2 cell lines with IC50 values of 41.27 ± 2.63, 40.70 ± 2.65, 34.31 ± 3.43, and 36.63 ± 1.40 µM, respectively.


2014 ◽  
Vol 9 (12) ◽  
pp. 1934578X1400901
Author(s):  
Hoang Le Tuan Anh ◽  
Nguyen Thi Thu Hien ◽  
Dan Thi Thuy Hang ◽  
Tran Minh Ha ◽  
Nguyen Xuan Nhiem ◽  
...  

A new ent-kaurane glycoside, annoglabasin H (1), and three known ent-kauranes, annoglabasin E (2), annoglabasin B (3), and 19-nor- ent-kaurent-4-ol-17-oic acid (4) were isolated from the fruits of Annona glabra. Their structures were determined by the combination of spectroscopic and chemical methods, including 1D- and 2D-NMR spectroscopy, as well as by comparison with the NMR data reported in the literature. The cytotoxic activities of these compounds were evaluated on four human cancer cell lines, LU-1, MCF-7, SK-Mel2, and KB. Compound 1 exhibited significant cytotoxic activity on all tested human cancer cell lines with IC50 values ranging from 3.7 to 4.6 μM.


Sign in / Sign up

Export Citation Format

Share Document