Eudesmane sesquiterpenes from Chinese liverwort are substrates of Cdrs and display antifungal activity by targeting Erg6 and Erg11 of Candida albicans

Li, Siwen; Shi, Hongzhuo; Chang, Wenqiang; Li, Yang; Zhang, Ming; Qiao, Yanan; Lou, Hongxiang

doi:10.1016/j.bmc.2017.09.001

Cited by 29 publications

(22 citation statements)

References 36 publications

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“…The 1 H NMR data (Table 1) (Table 1) and HMQC data showed 15 carbons including one carbonyl group (d C 212.8), three quaternary carbons (with one of these oxygenated at d C 71.6), two methines (one oxygenated at d C 77.4), ve methylenes, and four methyls. The above NMR data showed that 1 was a derivative of 4-oxo-cyperan-3a,7a,11-triol bearing a cyperane skeleton, 16 in which the oxygenated quaternary carbon at C-11 was replaced by a methine group (9), and CH 3 (12)-CH(11)-CH 3 (13). The keto carbonyl at C-4 was conrmed using HMBC correlations (Fig.…”

Section: Isolation and Identication Of Undescribed Compoundsmentioning

confidence: 96%

“…Compound 1 was obtained as colorless needles. The molecular formula was established as C 15 H 26 O 3 based on the pseudo molecular ion [M + Na] + peak at m/z 277.1777 (calcd 277.1774) in the HRESIMS and 13 C NMR data, requiring three indices of hydrogen deciency. The IR spectrum revealed an absorption band for one carbonyl group (1680 cm À1 ).…”

Section: Isolation and Identication Of Undescribed Compoundsmentioning

confidence: 99%

“…NMR spectra were recorded on a Bruker Avance DRX-600 spectrometer ( 1 H: 600 MHz, 13 C: 150 MHz) and Bruker Avance AVIII-400 spectrometer ( 1 H: 400 MHz, 13 C: 100 MHz), and TMS was used as internal standard. HRESIMS were obtained using an LTQ-Orbitrap XL.…”

Section: General Experimental Proceduresmentioning

confidence: 99%

“…[7][8][9][10] Liverworts are rich source of bioactive sesquiterpenoids. [11][12][13][14] Previous chemical investigations on the Chinese liverwort Chiloscyphus polyanthus var. rivularis (Schrad.)…”

Section: Introductionmentioning

confidence: 99%

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Cyperane and eudesmane-type sesquiterpenoids from Chinese liverwort and their anti-diabetic nephropathy potential

et al. 2018

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Section: Isolation and Identication Of Undescribed Compoundsmentioning

confidence: 96%

Section: Isolation and Identication Of Undescribed Compoundsmentioning

confidence: 99%

Section: General Experimental Proceduresmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Cyperane and eudesmane-type sesquiterpenoids from Chinese liverwort and their anti-diabetic nephropathy potential

et al. 2018

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“…It can cause serious mucosal infections along with fatal invasive infections in potential individuals, who subjected to immunodeficiency result of chemotherapy for cancer, immune suppression for the transplants of stem cells or solid organs, or HIV infections. [6][7][8] Recently, although many new drugs have been used in clinical treatment, C. albicans sustained to dominate as the predominant causative agent of systemic fungal infections. [9] Additionally, it is well-known that the bacteria causing human diseases are mainly Gram-negative and positive bacteria.…”

Section: Introductionmentioning

confidence: 99%

Design, Microwave‐Assisted Synthesis and in Vitro Antibacterial and Antifungal Activity of 2,5‐Disubstituted Benzimidazole

Shi

Jiang

Zheng

et al. 2019

Chemistry & Biodiversity

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Seventeen novel 2,5‐disubstituted benzimidazole derivatives were designed, synthesized and evaluated for their antibacterial activities. The tested compounds B1–B4 and C2–C6 exhibited not only good antifungal activity but also favorable broad‐spectrum antibacterial activity. Also, the lowest MIC of antibacterial and antifungal activity was 2 μg/mL and 4 μg/mL, respectively. It suggested that the structure of compound including the different substituent and its sites directly affected the efficacy of the synthesized compounds.

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Antifungal Compounds from the Leaves of Rhynchosia minima

Adewole

Famuyide

McGaw

et al. 2022

Chemistry & Biodiversity

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Rhynchosia minima, commonly known as jumby bean, is used as a remedy for respiratory ailments in various parts of the world. It is also used by South African traditional healers to treat heart or chest pain. This study aimed to investigate the bioactive constituents of the leaf extracts of R. minima against selected fungal isolates that have been identified as risk factors in respiratory illness. Rhynchosia minima leaves were extracted sequentially using hexane, dichloromethane, ethyl acetate and methanol in increasing order of polarity. The extracts were subjected to repeated chromatographic techniques, for phytochemical isolation. The extracts and isolated compounds were screened against Candida albicans and Cryptococcus neoformans by determining the minimum concentration that inhibited fungal growth. Six flavonoids, one norisoprenoid and one cyclitol were isolated and characterized by 1D and 2D NMR and HR‐ESI‐MS. The extracts obtained in the study had moderate to weak antifungal activities, with MICs ranging from 312.5 to 1250.0 μg/mL against both fungi. Four isolated compounds were also screened, with two of them exhibiting activity against C. albicans (MIC=6.25 μg/mL) that was comparable to amphotericin B, the positive control. These two compounds also had better antifungal potential against C. neoformans with an MIC=6.25 μg/mL, compared to the MIC of 12.5 μg/mL of amphotericin B. Seven of the eight isolated compounds were obtained from the extracts of Rhynchosia minima for the first time. Two of the isolated compounds demonstrated activity comparable or superior to amphotericin B activity. The notable potency displayed by these compounds warrants further investigation on their development as antifungal agents.

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Eudesmane sesquiterpenes from Chinese liverwort are substrates of Cdrs and display antifungal activity by targeting Erg6 and Erg11 of Candida albicans

Cited by 29 publications

References 36 publications

Cyperane and eudesmane-type sesquiterpenoids from Chinese liverwort and their anti-diabetic nephropathy potential

Cyperane and eudesmane-type sesquiterpenoids from Chinese liverwort and their anti-diabetic nephropathy potential

Design, Microwave‐Assisted Synthesis and in Vitro Antibacterial and Antifungal Activity of 2,5‐Disubstituted Benzimidazole

Antifungal Compounds from the Leaves of Rhynchosia minima

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