scholarly journals Some compounds isolated from leaves of Lumnitzera racemosa growing in Vietnam

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.

2021 ◽  
Vol 22 (13) ◽  
pp. 6893
Author(s):  
Fubo Han ◽  
Yina Xiao ◽  
Ik-Soo Lee

Microbial conjugation studies of licochalcones (1–4) and xanthohumol (5) were performed by using the fungi Mucor hiemalis and Absidia coerulea. As a result, one new glucosylated metabolite was produced by M. hiemalis whereas four new and three known sulfated metabolites were obtained by transformation with A. coerulea. Chemical structures of all the metabolites were elucidated on the basis of 1D-, 2D-NMR and mass spectroscopic data analyses. These results could contribute to a better understanding of the metabolic fates of licochalcones and xanthohumol in mammalian systems. Although licochalcone A 4′-sulfate (7) showed less cytotoxic activity against human cancer cell lines compared to its substrate licochalcone A, its activity was fairly retained with the IC50 values in the range of 27.35–43.07 μM.


Marine Drugs ◽  
2018 ◽  
Vol 16 (11) ◽  
pp. 404 ◽  
Author(s):  
Szu-Yin Yu ◽  
Shih-Wei Wang ◽  
Tsong-Long Hwang ◽  
Bai-Luh Wei ◽  
Chien-Jung Su ◽  
...  

One new neolignan, racelactone A (1), together with seven known compounds (2−8) were isolated from the methanolic extract of the leaves and twigs of Lumnitzera racemosa. The structure of racelactone A (1) was determined on the basis of the mass and NMR spectroscopic data interpretation. With respect to bioactivity, compound 1 displayed an anti-angiogenic effect by suppressing tube formation. Furthermore, compounds 1, 4, and 5 showed significant anti-inflammatory effects with IC50 values of 4.95 ± 0.89, 1.95 ± 0.40, and 2.57 ± 0.23 μM, respectively. The plausible biosynthesis pathway of racelactone A (1) was proposed.


Molbank ◽  
10.3390/m1153 ◽  
2020 ◽  
Vol 2020 (3) ◽  
pp. M1153
Author(s):  
Ayu N. Safitri ◽  
Nurlelasari ◽  
Tri Mayanti ◽  
Darwati ◽  
Unang Supratman

A new polyoxygenated dimer-type xanthone, namely 5,5′-oxybis(1,3,7-trihydroxy-9H-xanthen-9-one (1), has been isolated from the stem bark of Garcinia porrecta. The structure of 1 was determined based on spectroscopic data, including 1D and 2D-NMR as well as high resolution mass spectroscopy analysis.


Marine Drugs ◽  
2020 ◽  
Vol 18 (11) ◽  
pp. 581
Author(s):  
Vangelis Smyrniotopoulos ◽  
Christian Merten ◽  
Daria Firsova ◽  
Howard Fearnhead ◽  
Deniz Tasdemir

Brown alga Bifurcaria bifurcata is a prolific source of bioactive acyclic (linear) diterpenes with high structural diversity. In the continuation of our investigations on Irish brown algae, we undertook an in-depth chemical study on the n-hexanes and chloroform subextracts of B. bifurcata that led to isolation of six new (1–6) and two known (7–8) acyclic diterpenes. Chemical structures of the compounds were elucidated by a combination of 1D and 2D NMR, HRMS, FT-IR, [α]D and vibrational circular dichroism (VCD) spectroscopy. Compounds 1–8, as well as three additional linear diterpenes (9–11), which we isolated from the same seaweed before, were tested against the human breast cancer cell line (MDA-MB-231). Several compounds moderately inhibited the growth of the MDA-MB-231 cell line with IC50 values ranging from 11.6 to 32.0 μg/mL. The present study carried out on the lipophilic extracts of the Irish B. bifurcata shows the enormous capacity of this seaweed to produce a large palette of acyclic diterpenes with diverse oxygenation and substitution patterns and promising bioactivities.


2020 ◽  
Vol 5 (2) ◽  
pp. 138-142
Author(s):  
Ryan Ayub Wahjoedi ◽  
Ratih Dewi Saputri ◽  
Tjitjik Srie Tjahjandarie ◽  
Mulyadi Tandjung

Two furoquinoline alkaloids, leptanoine C (1) and haplopine-3,3´-dimethylallyl ether (2) were isolated from the leaves of Melicope moluccana. The chemical structure of both compounds was determined based on spectroscopic data, including UV, IR, HR-ESI-MS, 1D, and 2D NMR spectral data. The antimalarial activity of compounds 1-2 against Plasmodium falciparum 3D7 showing their IC50 values are 0.18 ppm and 2.28 µg/mL, respectively.


Planta Medica ◽  
2019 ◽  
Vol 86 (01) ◽  
pp. 19-25 ◽  
Author(s):  
Luke P. Robertson ◽  
Leonardo Lucantoni ◽  
Vicky M. Avery ◽  
Anthony R. Carroll

AbstractThree new (1–3) and 2 known (4–5) bis-indole alkaloids were identified from the bark of Flindersia pimenteliana (Rutaceae). The structures of 1–3 were elucidated on the basis of their (+)-HRESESIMS and 2D NMR spectroscopic data. Antiplasmodial activity for 1–3 against chloroquine sensitive (3D7) and chloroquine-resistant (Dd2) Plasmodium falciparum is also reported, with IC50 values ranging from 0.96 to 2.41 µg/mL. These results expand our knowledge of the structure-activity relationships of potently antiplasmodial isoborreverine-type alkaloids, the bioactivity of which have recently attracted significant attention in the literature.


Marine Drugs ◽  
2019 ◽  
Vol 17 (2) ◽  
pp. 100
Author(s):  
Sherif Ebada ◽  
Werner Müller ◽  
Wenhan Lin ◽  
Peter Proksch

A new acylic jasplakinolide congener (2), another acyclic derivative requiring revision (4), together with two jasplakinolide derivatives including the parent compound jasplakinolide (1) were isolated from the Indonesian marine sponge Jaspis splendens. The chemical structures of the new and known compounds were unambiguously elucidated based on HRESIMS and exhaustive 1D and 2D NMR spectral analysis as well as a comparison of their NMR data with those of jasplakinolide (1). The isolated jasplakinolides inhibited the growth of mouse lymphoma (L5178Y) cells in vitro with IC50 values in the low micromolar to nanomolar range.


Marine Drugs ◽  
2020 ◽  
Vol 18 (6) ◽  
pp. 281
Author(s):  
Bicheng Fan ◽  
Pradeep Dewapriya ◽  
Fengjie Li ◽  
Laura Grauso ◽  
Martina Blümel ◽  
...  

The fungal genus Pyrenochaetopsis is commonly found in soil, terrestrial, and marine environments, however, has received little attention as a source of bioactive secondary metabolites so far. In a recent work, we reported the isolation and characterization of three new anticancer decalinoyltetramic acid derivatives, pyrenosetins A–C, from the Baltic Fucus vesiculosus-derived endophytic fungus Pyrenochaetopsis sp. FVE-001. Herein we report a new pentacyclic decalinoylspirotetramic acid derivative, pyrenosetin D (1), along with two known decalin derivatives wakodecalines A (2) and B (3) from another endophytic strain Pyrenochaetopsis FVE-087 isolated from the same seaweed and showed anticancer activity in initial screenings. The chemical structures of the purified compounds were elucidated by comprehensive analysis of HR-ESIMS, FT-IR, [α]D, 1D and 2D NMR data coupled with DFT calculations of NMR parameters and optical rotation. Compounds 1–3 were evaluated for their anticancer and toxic potentials against the human malignant melanoma cell line (A-375) and the non-cancerous keratinocyte cell line (HaCaT). Pyrenosetin D (1) showed toxicity towards both A-375 and HaCaT cells with IC50 values of 77.5 and 39.3 μM, respectively, while 2 and 3 were inactive. This is the third chemical study performed on the fungal genus Pyrenochaetopsis and the first report of a pentacyclic decalin ring system from the fungal genus Pyrenochaetopsis.


2017 ◽  
Vol 72 (1) ◽  
pp. 49-52 ◽  
Author(s):  
Yu Lu ◽  
Ming Zhao

AbstractTwo new highly acetylated steroids, named dysiroid A (1) and dysiroid B (2), together with a known compound (3) were isolated from the marine sponges Dysidea sp. The chemical structures of 1 and 2 were elucidated by spectroscopic analyses including 1D and 2D NMR experiments and high-resolution electrospray impact mass spectroscopy. Their in vitro antimicrobial activities against a panel of bacterial strains were evaluated. Compounds 1 and 2 showed potent activity against some of the strains with minimum inhibitory concentrations ranging from 4 to 8 μg mL−1.


Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2455
Author(s):  
Xianwen Yang ◽  
Zhihui He ◽  
Yue Zheng ◽  
Ning Wang ◽  
Martin Mulinge ◽  
...  

Three new (1–3) and 25 known compounds were isolated from the crude extract of Cassia abbreviata. The chemical structures of new compounds were established by extensive spectroscopic analyses including 1D and 2D NMR and HRESIMS. Cassiabrevone (1) is the first heterodimer of guibourtinidol and planchol A. Compound 2 was a new chalcane, while 3 was a new naphthalene. Cassiabrevone (1), guibourtinidol-(4α→8)-epiafzelechin (4), taxifolin (8), oleanolic acid (17), piceatannol (22), and palmitic acid (28), exhibited potent anti-HIV-1 activity with IC50 values of 11.89 µM, 15.39 µM, 49.04 µM, 7.95 µM, 3.58 µM, and 15.97 µM, respectively.


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