New quinolinone alkaloids from the heartwood of, Euxylophora paraensis

1981 ◽  
Vol 34 (8) ◽  
pp. 1625 ◽  
Author(s):  
L Jurd ◽  
RY Wong

The heartwood of Euxylophora paraensis Hub. (Rutaceae) has given N-methylflindersine (2),spectabiline (3), skimmianine (4) and two new alkaloids, identified from spectroscopic data as 4-hydroxy-2,2,6-trimethyl-3,4,5,6-tetrahydro-2H-pyrano[3,2-c]quinolin-5-one (5) and 4-(2,3-dihydroxy-3-methylbutoxy)-1-methylquinolin-2(1H)-one (6). Five new dimeric quinolinone alkaloids, C30H30N2O4, were isolated. The structure of one of these, paraensidimerin D, has now been shown by single-crystal X-ray diffraction methods to be (11), viz. (6aα,7α,14aα)-6,6,9,16- tetramethyl-7-(2-methylprop-1-enyl)-6,6a,7,9,14a,16-hexahydro-8H,15H- quino[3'',4'':5',6'] pyrano [2',3':4,5] pyrano-[3,2-c]quinoline-8,15- dione.

RSC Advances ◽  
2016 ◽  
Vol 6 (36) ◽  
pp. 30277-30284 ◽  
Author(s):  
Zhi-Wen Liu ◽  
Xiao-Jun Huang ◽  
Han-Lin Xiao ◽  
Guo Liu ◽  
Jian Zhang ◽  
...  

The structures and absolute configurations of seven new iboga-type alkaloids 1–7 were determined by spectroscopic data, Mosher's method, single crystal X-ray diffraction and ECD analyses.


2021 ◽  
Vol 87 (2) ◽  
pp. 97-106
Author(s):  
Olivio Nino Castro ◽  
Jesús López Rodilla ◽  
Sofia Pombal ◽  
Francisca Sanz González ◽  
Julio Santiago Contreras

In this research, a new depside of the lichen Everniopsis trulla has been isolated. The extraction was carried out to 400 g of dry sample and ground with ethanol for 3 repetitions, then, it was fractionated by applying column chromatography with the CHCl3-MeOH system and purified by recrystallization with MeOH-Acetone (1: 1); Finally, white crystals in the form of needles (solid C) with a melting point of 198 ° C were obtained, whose structure was elucidated based on spectroscopic data (UV-Visible, IR, NMR-H1, NMR-C13, mass spectrometry and single crystal X-ray diffraction). According to the Science Finder databases, it is a new depside, called trullarin, and it is observed that molecular packing is influenced by both intramolecular and intermolecular forces. Intermolecular hydrogen bonds of O - H -O type binds neighboring molecules forming dimers.


Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 483 ◽  
Author(s):  
Pei Qiu ◽  
Zhaoming Liu ◽  
Yan Chen ◽  
Runlin Cai ◽  
Guangying Chen ◽  
...  

Four new metabolites, asperchalasine I (1), dibefurin B (2) and two epicoccine derivatives (3 and 4), together with seven known compounds (5–11) were isolated from a mangrove fungus Mycosphaerella sp. SYSU-DZG01. The structures of compounds 1–4 were established from extensive spectroscopic data and HRESIMS analysis. The absolute configuration of 1 was deduced by comparison of ECD data with that of a known structure. The stereostructures of 2–4 were further confirmed by single-crystal X-ray diffraction. Compounds 1, 8 and 9 exhibited significant α-glucosidase inhibitory activity with IC50 values of 17.1, 26.7 and 15.7 μM, respectively. Compounds 1, 4, 6 and 8 showed antioxidant activity by scavenging DPPH· with EC50 values ranging from 16.3 to 85.8 μM.


2015 ◽  
Vol 10 (2) ◽  
pp. 1934578X1501000
Author(s):  
Yen-You Lin ◽  
Su-June Tsai ◽  
Michael Y. Chiang ◽  
Zhi-Hong Wen ◽  
Jui-Hsin Su

Chemical investigation of a crinoid Himerometra magnipinna has afforded three anthraquinones (1–3), including one new metabolite, (+)-rhodoptilometrin (1). The structures of these compounds were elucidated on the basis of their spectroscopic data and the absolute configuration of 1 was further confirmed by single-crystal X-ray diffraction analysis. In the in vitro anti-inflammatory effects test, compound 2 was found to significantly inhibit the accumulation of the pro-inflammatory iNOS protein of the LPS-stimulated RAW264.7 macrophage cells.


1970 ◽  
Vol 34 (2) ◽  
pp. 197-200
Author(s):  
Shishir Ghosh ◽  
Md Kamal Hossain ◽  
Shariff E Kabir ◽  
Noorjahan Begum

The thermal treatment of [Ru2(CO)6(μ-η1,η2-C4H3O){μ-P(C4H3O)2}] 1 with dimethyl acetylenedicarboxylate (DMAD) at 110 °C leads to cyclotrimerization of DMAD. The cyclotrimerization product hexamethyl benzenehexacarboxylate, [C6(COOCH3)6] 2, was obtained in 37% yield and characterized by a combination of spectroscopic data and single crystal X-ray diffraction study. Compound 2 crystallizes in the monoclinic space group P1bar with a = 10.3002(12), b = 11.0371(13), c = 18.781(2) Å, α = 76.148(2), β = 87.390(2), γ = 74.001(2)°, Z = 4 and V = 1992.2(4) Å3. Key words: Cyclotrimerization; Dimethyl acetylenedicarboxylate; X-ray structure DOI: 10.3329/jbas.v34i2.6866Journal of Bangladesh Academy of Sciences, Vol. 34, No. 2, 197-200, 2010


2017 ◽  
Vol 12 (12) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Wei-Hua Yuan ◽  
Ying Zhang ◽  
Peng Zhang ◽  
Ru-Ru Ding

A new chlorinated 11-noreremophilane-type sesquiterpene (1) together with 3-epiisopetasol, PR-amide and mycophenolic acid (2–4) were isolated from endophytic fungus Penicillium citreonigrum. The structures of 1–4 were elucidated by a combination of spectroscopic data and single-crystal X-ray diffraction analysis. Among them, compounds 1 and 4 showed moderate antioxidant capacities compared with ascorbic acid at 0.2 mM concentration.


1984 ◽  
Vol 39 (11) ◽  
pp. 1456-1462 ◽  
Author(s):  
Hubert Schmidbaur ◽  
Peter Nußstein ◽  
Gerhard Müller

Abstract Triphenylphosphonium -diphenylarsinomethylide (1) and -bis-(diphenylarsino)methylide (2) are easily available through transylidation processes using Ph3P = CH2 and Ph2AsCl as the starting materials in the appropriate molar ratio. Analytical and spectroscopic data are presented for both ylides. The structure of 2 was studied in detail by single-crystal X-ray diffraction. The basic PCAs2 skeleton is found to deviate strongly from planarity. The Ph2As-substituents adopt a cis/trans conformation relative to the ylidic P = C bond with the directions of the lone pairs of electrons at the arsenic atoms in the heavy atom plane as expected for a maximum compensation of the electrostatic vectors. For 1, a cis-conformation of the lone pair of electrons and a large PCAs angle are predicted on the basis of NMR analogies with the phosphorus homologues. Single bond rotational barriers appear to be much lower for 1 and 2, however, than for the corresponding phosphino-substituted ylides.


2019 ◽  
Vol 9 (6) ◽  
pp. 425-429 ◽  
Author(s):  
Xiang-Mei Li ◽  
Xian-Jun Jiang ◽  
Guo-Zhu Wei ◽  
Li-Hua Ren ◽  
Li-Xia Wang ◽  
...  

Abstract Two hitherto unknown iboga-type indole alkaloids, namely (3R)-7,19-di-epi-3-methoxytabernoxidine (1) and (3R,19R)-19-hydroxy-3-(2-oxopropyl)voacangine (2), together with eight known alkaloids (3–10), were isolated from the twigs and leaves of Tabernaemontana divaricata. Their structures were established on the basis of spectroscopic data interpretation, single crystal X-ray diffraction analysis and circular dichroism spectrum. Graphic Abstract


Molecules ◽  
2021 ◽  
Vol 26 (18) ◽  
pp. 5611
Author(s):  
Jie-Yu Zhang ◽  
Juan He ◽  
Zheng-Hui Li ◽  
Tao Feng ◽  
Ji-Kai Liu

In our continuous search for antibacterial agents against Pseudomonas syringae pv. actinidiae (Psa) from kiwi-associated fungi, two pairs of epimeric cytochalasins, zopfiellasins A–D (1–4), were characterized from the fungus Zopfiella sp. The structures were established on the basis of spectroscopic data analysis, while the absolute configurations were determined by single-crystal X-ray diffraction. Compounds 1 and 3 exhibited antibacterial activity against Psa with MIC values of 25 and 50 μg/mL, respectively. This is the first report of anti-Psa activity of cytochalasin derivatives.


2021 ◽  
Vol 15 (3) ◽  
pp. 187-193
Author(s):  
Yan Xu ◽  
Nanyan Fu ◽  
Wanjing Ding ◽  
Pinmei Wang ◽  
Jinzhong Xu

Chemical investigation of the EtOAc extract of an insect-associated fungus Letendraea sp. 5XNZ4-2 cultured in Potato Dextrose Broth (1/2 PDB) medium lead to the isolation of three new polyketides, named letendronol D (1), phomopsiketones H-I (2-3). The structures of new compounds were elucidated by the analysis of HRESIMS and NMR spectroscopic data, and the absolute configurations were determined by modified Mosher’s method, ECD calculation and single-crystal X-ray diffraction. Cytotoxicity and antibacterial activities of 1 were assayed and regrettably 1 didn’t display any cytotoxicity and antibacterial activity. 3 was the first phomopsiketone derivative obtaining the lactone.


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