One-pot synthesis and antimicrobial evaluation of novel 3-cyanopyridine derivatives of (−)-β-pinene

Liao, Shengliang; Shang, Shibin; Shen, Minggui; Rao, Xiaoping; Si, Hongbin; Song, Jié; Song, Zhanqian

doi:10.1016/j.bmcl.2016.02.024

Cited by 38 publications

(31 citation statements)

References 18 publications

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“…2 and Table 3), MS spectral analysis presented four triterpene (Peak 2, 3, 8 and 9) showing fragment ion at m/z 236.995, 136.0705, 204 and 204.11 amu with molecular formula C15H24O2, C10H16, C15H24 and C15H24 annotated as Limonene-6-ol, pivalate, ß-Pinene, Longifolene and ß-Bisabolene respectively. ß-Pinene is a volatile monoterpene that possesses anti-microbial (Liao et al 2016) and antidepressant-like activity (Guzmán-gutiérrez et al 2015). , 81, 110, 136, 149, 164, 196, 224, 255, 280 , 67, 79, 94, 107, 119, 133, 147, 161, 175, 189, 204 Anti-tumor activity , 67, 95, 109, 124, 150, 164, 192, 224, 248, 291, 322 Anti-bacterial , 81, 105, 121, 135, 150, 179, 205, 233, 314 Anti-inflammatory properties , 69, 97, 123, 153, 193, 213, 241 Anti [2-(dimethylar 17.567 C19H32N2O3 336.2189 336 58, 81, 109, 149, 173, 204, 233, 278, 336 ,73,85,98,115,129,143,157,185,199,213,227,256,297,322,353 Antioxidant,cardio The flavonoids also found in low or even tr...…”

Section: Lc-esi-q-tof-ms/ms Analysismentioning

confidence: 99%

Extraction, characterization and bioactive properties of Nigella sativa seedcake

Kadam

Lele

2017

J Food Sci Technol

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The extraction of phenolic compounds from seed cake was optimized in terms of % of EtOH, extraction time, extraction temperature and solid to solvent ratio to maximize the phenolic content yield. The optimized conditions were 40% ethanol for 60 min, at 40 °C, 1/14 solid to sample ratio. The LC-MS profiling of the extract was found to contain many important phenolics such as Kaempferol, p-coumaroyl acid derivative, Thymol-O-sophoroside etc. The extract showed significant antioxidant activity with IC values 548.5 ± 9.4, 64.3 ± 2.7 μg/ml and 1.85 ± 0.2 mM TE/g in terms of DPPH scavenging activity, TEAC, and FRAP assay respectively. The results also indicated that the extract has a significant anti-inflammatory potential. This was evaluated as a measure of the membrane stabilization ability and protein denaturation inhibition capacity (IC values) and the activities were found to be 318.73 ± 6.98 and 150.39 ± 2.61 μg/ml respectively. Moreover, results of the study are promising and invite to further investigate the above activities in order to confirm them in different experimental situations and to consider for possible use in a nutraceutical approach.

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Section: Lc-esi-q-tof-ms/ms Analysismentioning

confidence: 99%

Extraction, characterization and bioactive properties of Nigella sativa seedcake

Kadam

Lele

2017

J Food Sci Technol

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“…The compound β-pinene possesses various biological activities viz., anti-infectious bronchitis virus [32], antinociceptive [33], antimicrobial [34] as well as antiviral against herpes simplex virus [35] and β-pinene present in high amount in the leaves of B. lanceolaria may support the traditional uses of this herb for the treatment of bronchitis, aphthae, asthma [5], wound healing, chronic ulcers, and to control dysentery [6].…”

Section: Resultsmentioning

confidence: 99%

GC-MS Analysis of Volatile Organic Constituents of Traditionally Used Medicinal Plants from the Western Ghats of India: Blumea lanceolaria (Roxb.) Druce., Heliotropium indicum L. and Triumfetta rhomboidea Jacq.

Joshi¹

2020

J. Mex. Chem. Soc.

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The present study explored essential oil constituents of the medicinal plants used in traditional medicine and growing wild in the Western Ghats region of India, which is one of the 34 global biodiversity hotspots. The hydro distilled essential oils of Blumea lanceolaria (Roxb.) Druce. (Asteraceae), Heliotropium indicum L. (Boraginaceae) and Triumfetta rhomboidea Jacq. (Tiliaceae) were analyzed using gas chromatography equipped with a flame ionization detector (GC-FID) and gas chromatography coupled with mass spectroscopy (GC/MS). Thirty-six, twenty-seven, and fifty constituents were identified from the essential oils of B. lanceolaria, H. indicum, and T. rhomboidea, respectively comprising 97.3% (B. lanceolaria), 98.2% (H. indicum) and 97.6% (T. rhomboidea) of the total oil constituents. The major compounds of B. lanceolaria, H. indicum, and T. rhomboidea were identified as β-pinene (82.3%), methyl salicylate (54.3%), and β-caryophyllene (28.9%), respectively. The essential of B. lanceolaria was found to be rich in monoterpene hydrocarbons (90.4%), while H. indicum and T. rhomboidea oils were rich in phenyl derivative (72.8%) and sesquiterpene hydrocarbons (69.5%) type constituents, respectively. The common compounds viz., terpin-4-ol and eugenol were identified in the essential oils of B. lanceolaria, H. indicum, and T. rhomboidea.

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“…Song and co-workers focused their attention on the preparation of novel 3-cyanopyridine derivatives of (–)- β -pinene 83 ( Figure 19 ) [ 77 ]. All compounds were evaluated in vitro against four bacteria ( Klebsiella pneumoniae , Enterobacter aerogenes , Staphylococcus aureus , Staphylococcus epidermidis ) and a fungus ( Candida albicans ).…”

Section: Monoterpene Bicyclic Derivativesmentioning

confidence: 99%

Monoterpenes and Their Derivatives—Recent Development in Biological and Medical Applications

Zielińska-Błajet

Feder‐Kubis

2020

IJMS

217

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Monoterpenes, comprising hydrocarbons, are the largest class of plant secondary metabolites and are commonly found in essential oils. Monoterpenes and their derivatives are key ingredients in the design and production of new biologically active compounds. This review focuses on selected aliphatic, monocyclic, and bicyclic monoterpenes like geraniol, thymol, myrtenal, pinene, camphor, borneol, and their modified structures. The compounds in question play a pivotal role in biological and medical applications. The review also discusses anti-inflammatory, antimicrobial, anticonvulsant, analgesic, antiviral, anticancer, antituberculosis, and antioxidant biological activities exhibited by monoterpenes and their derivatives. Particular attention is paid to the link between biological activity and the effect of structural modification of monoterpenes and monoterpenoids, as well as the introduction of various functionalized moieties into the molecules in question.

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One-pot synthesis and antimicrobial evaluation of novel 3-cyanopyridine derivatives of (−)-β-pinene

Cited by 38 publications

References 18 publications

Extraction, characterization and bioactive properties of Nigella sativa seedcake

Extraction, characterization and bioactive properties of Nigella sativa seedcake

GC-MS Analysis of Volatile Organic Constituents of Traditionally Used Medicinal Plants from the Western Ghats of India: Blumea lanceolaria (Roxb.) Druce., Heliotropium indicum L. and Triumfetta rhomboidea Jacq.

Monoterpenes and Their Derivatives—Recent Development in Biological and Medical Applications

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