Records of Natural Products

A scientific open access journal in the field of natural products.
Editor-in-Chief: Gülaçtı Topçu
Honorary Editor: Ayhan Ulubelen
Co-Editor-in-Chief: Ahmet C Gören

LATEST ARTICLES

Original Article

Chemical Composition and Assessment of Antimicrobial, Antioxidant and Antiproliferative Activities of Essential oil from Clinopodium sericeum, a Peruvian Medicinal Plant

Rec. Nat. Prod. (2020) in press ; 1 - 12
by Buc Calderon Pedro , Julio Benites , David Rios , Angélica Guerrero-Castilla , Cinthya Enríquez , Ewaldo Zavala , Roberto O. Ybañez-Julca , Quispe-díaz Ivan and Rafael Jara-Aguilar

Clinopodium sericeum is widely used in Peruvian folk medicine in the form of infusion to treat stomach distress, indigestion and antiflu. In this study, the essential oil from C. sericeum was obtained by hydrodistillation, analyzed by GC and GC/MS, and 73 compounds were identified. Major components of the oil were b-germacrene-D (15%), b-caryophyllene (13.8%), and sabinene (11.2%). Furthermore, we assessed the in vitro biological activities displayed by the oil obtained from the aerial parts of C. sericeum, namely the antioxidant, antimicrobial and antiproliferative activities. The antioxidant activities of the essential oil were evaluated by FRAP, CUPRAC, ABTS and DPPH radical scavenging activity. The essential oil displays antibacterial activity against Gram-negative and Gram-positive bacterial strains (MIC 50-200 µg/mL) in a dose-range close to standard antibiotics. Such activity may be related to the presence of terpene compounds. The antiproliferative activity of the essential oil was measured in vitro using the MTT colorimetric assay in healthy non-tumorigenic cells (HEK-293) and in three human cancer cell lines (T24, DU-145, and MCF-7). The calculated IC50 values were around 0.2 mg/mL. Since the essential oil was almost devoid of antioxidant activity, its anti-proliferative action is unlikely related to oxidative stress and relies on other unknown mechanisms.

DOI
http://doi.org/10.25135/rnp.213.20.10.1845
(DOI number will be activated after the manuscript has been available in an issue.)
Keywords
Folk medicine Clinopodium sericeum antioxidant antimicrobial antiproliferative cancer cells
Available online: November 17, 2020
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Short Report

Composition and Antimicrobial Activity of Essential Oils from Leaves and Twigs of Magnolia hookeri var. longirostrata D.X.Li & R. Z. Zhou and Magnolia insignis Wall. in Ha Giang Province of Vietnam

Rec. Nat. Prod. (2020) in press ; 1 - 6
by Ha Thi Thu Chu , Thuy Thi Thu Dinh , Nam Quang Vu , Tam Kieu Bang Nguyen and William N. Setzer

The essential oils from leaves and twigs of Magnolia hookeri var. longirostrata D.X.Li & R.Z.Zhou and Magnolia insignis Wall., growing wild in Ha Giang Province of Vietnam, were obtained by hydrodistillation and analyzed by gas chromatography-flame ionization detector (GC-FID) and gas chromatography-mass spectrometry (GC-MS). The respective yields of the M. hookeri var. longirostrata leaf and twig oils were 0.14% and 0.05% (v/w), and of the M. insignis leaf and twig oils were 0.16% and 0.05% (v/w), calculated on a dry weight basis. Major components of the oils of M. hookeri var. longirostrata were: Linalool (21.3%), (E)-nerolidol (12.2%) and neo-intermedeol (13.5%) (leaf oil); 1,8-cineole (13.3%) and linalool (17.1%) (twig oil). Major components of the oils of M. insignis were: Linalool (24.1%), geraniol (14.9%) and (E)-nerolidol (22.5%) (leaf oil); 1,8-cineole (9.5%) and linalool (26.9%) (twig oil). The essential oils from M. insignis showed stronger inhibitory effects on the seven test microorganisms than those from M. hookeri var. longirostrata. Candida albicans and Lactobacillus fermentum were more sensitive to the essential oils than the other tested microorganisms. This is the first time information on essential oils of M. hookeri var. longirostrata leaves and twigs and of M. insignis twigs are reported.

DOI
http://doi.org/10.25135/rnp.212.20.10.1842
(DOI number will be activated after the manuscript has been available in an issue.)
Keywords
Magnolia hookeri var. longirostrata Magnolia insignis antimicrobial activity essential oil
Available online: November 16, 2020
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Original Article

Antimicrobial, Cytotoxic, Antiviral Effects, and Spectroscopic Characterization of Metabolites Produced by Fusarium oxysporum YP9B

Rec. Nat. Prod. (2020) in press ; 1 - 22
by Nurettin Yaylı , Merve Cora , Hande Sipahi , Rengin Reis , Elif Öztürk , İshak Erik , Arif Bozdeveci , Gonca Çelik , Gözde Kılıç and Sengul Alpay Karaoglu

The goal of the work is to determine the bioactive pharmaceutical metabolites produced by the Fusarium oxysporum YP9B isolate. Ten new natural compounds were isolated from the ethyl acetate extract of the F. oxysporum YP9B strain.  Their structures were elucidated by spectroscopic methods using 1D and 2D NMR, UV, FT-IR, and mass spectra (LC-QTOF MS and GC-FID/MS). Identified compounds were named as; (1-benzyl-2-methoxy-2-oxoethyl)-2-hydroxy-3-methylbutanoate (1), 2-oxo-8-azatricyclo[9.3.1.13,7]-hexadeca-1(15),3(16),4,6,11,13-hexaen-10-one (2), 2,3-dihydroxypropanoic, hexadecanoic anhydride (3a), 2,3-dihydroxypropanoic (9Z)-octadecenoic anhydride (3b), 2,3-dihydroxy-propanoic (9Z,12Z)-octadecadienoic anhydride (3c), 2,3-dihydroxypropanoic (11Z)-octadecenoic anhydride (4a), 2,3-dihydroxypropanoic, (9E,12E)-octadecadienoic anhydride (4b), 3-hydroxy-1,2,6,10-tetramethylundecyl hexzadecanoate (5a), 3-hydroxy-1,2,6,10-tetramethylundecyl (9E)-octadecaenoate (5b),  and 3-hydroxy-1,2,6,10-tetramethylundecyl octadecanoate (5c). Antimicrobial activities of the isolates obtained from the YP9B strain were determined. Cytotoxic and antiviral activities were tested for the isolates against VERO, MCF-7, PC-3, and A549. Compounds 5a-c, 1, and 3a-c showed bacteriostatic activity at low concentrations, and 4a-b and 2 were found to be bactericides. MIC and MBC values against Mycobacterium smegmatis for the compounds 5a-c and 1 were determined to be ​​ <0.5 µg/mL and 0.46 µg/mL, respectively. The experimental result showed that compounds 2, 5a-c and 1 have strong cytotoxic (7.51±1.38 and 19.13± 0.68 (µM) IC50) activity. The antiviral activity against HSV type-1 was determined to be 1.25 µM for compounds 4a-c and 0.312 µM for compound 1.

DOI
http://doi.org/10.25135/rnp.208.20.06.1674
(DOI number will be activated after the manuscript has been available in an issue.)
Keywords
Fusarium oxysporum YP9B seconder metabolite antimicrobial cytotoxic antiviral
Available online: November 16, 2020
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Review Article

Genus Melaleuca - A Review on the Phytochemistry and Pharmacological Activities of the Non-Volatile Components

Rec. Nat. Prod. (2020) in press ; 1 - 24
by Fatma M. Abdel Bar

Plants of the genus Melaleuca which belong to family Myrtaceae, commonly named "tea trees”, are economically important plants. When talking about tea trees, the essential oils are the center of attention, leaving all other phytoconstituents in their shade. Many reviews addressed the composition and pharmacological activities of Melaleuca alternifolia L. essential oil as the most common one. To date, there are no detailed reviews summarizing the phytochemical and pharmacological properties of the non-volatile components of members of the genus Melaleuca. After distillation of the volatile oil, large amounts of these plants’ waste remain untapped. This review indicates that this genus is a rich source of diverse groups of bioactive phytochemicals, including flavonoids, triterpenoids, benzylic phloroglucinol-terpene derivatives, polyphenols, hydrolysable tannins, and other compounds. It also discusses the diverse pharmacological activities reported for plants of this genus.

DOI
http://doi.org/10.25135/rnp.210.20.09.1801
(DOI number will be activated after the manuscript has been available in an issue.)
Keywords
Melaleuca Myrtaceae tea tree paperbark tree phytochemistry pharmacological activities
Available online: November 10, 2020
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