Synthesis and antifungal activity of camphoric acid-based acylhydrazone compounds

Holzforschung ◽  
2014 ◽  
Vol 68 (8) ◽  
pp. 889-895 ◽  
Author(s):  
Xian-Li Ma ◽  
Fang-Yao Li ◽  
Wen-Gui Duan ◽  
Jing-Ni Liao ◽  
Zhi-duo Lin ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Fourier Transform ◽  
Antifungal Activity ◽  
Magnetic Resonance ◽  
Electrospray Ionization ◽  
Condensation Reaction ◽  
Ionization Mass ◽  
Camphoric Acid ◽  
C Nmr

Abstract In the search of novel potent bioactive compounds, 18 novel camphoric acid-based acylhydrazone compounds 4a–4r were designed and synthesized by the condensation reaction of N-amino camphorimide (3) with substituted benzaldehyde based on camphoric acid as the starting material. The target compounds were characterized by means of Fourier transform infrared (FTIR), 1H nuclear magnetic resonance (NMR), 13C NMR, electrospray ionization-mass spectrometry (ESI-MS), and elemental analysis. The preliminary bioassay showed that the following camphoric acid-based compounds exhibited excellent antifungal activity with an inhibition ratio of 95% against Physalospora piricola at the concentration of 50 μg ml-1: o-bromophenyl acylhydrazone (4f), p-bromophenyl acylhydrazone (4g), p-methoxyphenyl acylhydrazone (4m), and p-hydroxyphenyl acylhydrazone (4p).

Synthesis and antifungal activity of dehydroabietic acid-based thiadiazole-phosphonates

Holzforschung ◽  
2015 ◽  
Vol 69 (9) ◽  
pp. 1069-1075 ◽  
Author(s):  
Nai-Yuan Chen ◽  
Wen-Gui Duan ◽  
Lu-Zhi Liu ◽  
Fang-Yao Li ◽  
Min-Ping Lu ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Fourier Transform ◽  
Antifungal Activity ◽  
Positive Control ◽  
Dehydroabietic Acid ◽  
Ionization Mass ◽  
Vis Spectroscopy ◽  
Antifungal Effects ◽  
C Nmr

Abstract In search of new potent bioactive compounds, a series of dehydroabietic acid-based thiadiazole-phosphonate compounds were designed and synthesized by the Mannich-type reaction. All target compounds were characterized by Fourier transform infrared, 1H nuclear magnetic resonance (NMR), 13C NMR, 31P NMR, electrospray ionization-mass spectrometry, and UV-vis spectroscopy. The preliminary bioassay experiments showed that, at the concentration of 50 μg ml-1, some of the target compounds exhibited excellent antifungal activity against the five fungi tested, in which several compounds displayed even better antifungal effects than the commercial antifungal drug azoxystrobin, which served as the positive control in this study.

Synthesis and biological activities of α-pinene-based dithiadiazoles

Holzforschung ◽  
2014 ◽  
Vol 68 (1) ◽  
pp. 75-83 ◽  
Author(s):  
Gui-Shan Lin ◽  
Chang-Hua Ma ◽  
Wen-Gui Duan ◽  
Bo Cen ◽  
Fu-Hou Lei ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Fourier Transform ◽  
Brassica Campestris ◽  
Concentration Level ◽  
Biological Activities ◽  
Ionization Mass ◽  
Inhibition Activity ◽  
Growth Inhibition Activity ◽  
C Nmr

Abstract This work is aiming at the preparation of new bioactive compounds from α-pinene as starting material. To this purpose, the intermediates (disubstituted phenyl acylamino thioureas, class G) were cyclized to dithiadiazoles (class H). The intermediates and target compounds were analyzed by Fourier transform infrared, 1H nuclear magnetic resonance (NMR), 13C NMR, and electrospray ionization-mass spectrometry and elemental analysis. The bioassay experiments showed that the compounds G and H have herbicidal, fungicidal, and plant growth-regulating activities. The compounds 2,2′-dimethylphenyl thiadiazole and 3,3′-dimethylphenyl thiadiazole exhibited a growth inhibition activity of 72% and 68% against the root of rape (Brassica campestris L.) at a concentration of 100 μg ml-1 (60–79% inhibition level). The compound 4,4′-dichlorophenyl acylamino thiourea displayed an inhibition activity of 75% against Physalospora piricola at a concentration level of 50 μg ml-1 (60–79% inhibition level).

scholarly journals New Constituents From the Roots and Stems of Paramignya trimera

2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1986101 ◽  
Author(s):  
Tran Thu Huong ◽  
Vu Thi Ha ◽  
To Dao Cuong ◽  
Ninh The Son ◽  
Tran Quoc Toan ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Spectral Analysis ◽  
Magnetic Resonance ◽  
Medicinal Plant ◽  
Electrospray Ionization ◽  
Liver Diseases ◽  
Methanol Extract ◽  
Ionization Mass ◽  
New Compounds

Paramignya trimera (Oliv.) Guill. (Rutaceae), mostly distributed in the southern regions of Vietnam, has been used as a medicinal plant for treatment of liver diseases and cancer. From the methanol extract of the roots and stems of P. trimera, 3 new compounds (1-3) were isolated, including ninhvanin B (1), paramitrimerol (2), and parabacunoic acid (3), and a known alkaloid, citrusinine-I (4). The structures of these compounds were elucidated by electrospray ionization mass spectrometry and nuclear magnetic resonance spectral analysis, as well as by comparison with literature data.

scholarly journals One New Terphenyl Glycoside From a Sponge-Derived Fungus Trichoderma reesei (HN-2016-018)

2020 ◽  
Vol 15 (2) ◽  
pp. 1934578X2090775
Author(s):  
Saif Ur Rehman ◽  
Jing-Shuai Wu ◽  
Lu-Jia Yang ◽  
Shi Ting ◽  
Chang-Lun Shao ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
High Resolution ◽  
Electrospray Ionization ◽  
Trichoderma Reesei ◽  
Electrospray Ionization Mass Spectrometry ◽  
Inhibitory Activity ◽  
Spectroscopic Analysis ◽  
Ionization Mass

One new terphenyl glycoside (1), gliocladinin D, together with 4 known compounds (2-5) were isolated from the sponge-derived fungus Trichoderma reesei (HN-2016-018). The structure of the new compound was elucidated by the comprehensive spectroscopic analysis, including 1-dimensional and 2-dimensional nuclear magnetic resonance, and high-resolution electrospray ionization mass spectrometry. Compound 3 exhibited moderate Topo I inhibitory activity.

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