Synthesis of small libraries of natural products: New esters of long-chain alcohols from the essential oil ofScandix pecten-venerisL. (Apiaceae)

2014 ◽  
Vol 29 (4) ◽  
pp. 255-266 ◽  
Author(s):  
Niko S. Radulović ◽  
Marko Z. Mladenović ◽  
Zorica Z. Stojanović-Radić
Author(s):  
Yingjie Fu ◽  
Yipeng Zhang ◽  
Shitong Zeng ◽  
Liwen Luo ◽  
Hui Xi ◽  
...  

2000 ◽  
Vol 55 (5-6) ◽  
pp. 318-322 ◽  
Author(s):  
Angel Rumbero ◽  
F. J. Arriaga-Giner ◽  
Eckhard Wollenweber

The exudate of Ozothamnus hookeri has been investigated for its non-flavonoid constituents. A new natural C6-C3 ester of a long chain fatty acid and seven structurally related kaurane-diterpenoids were isolated. Three of the latter are new natural products, too. A rare 8-methoxy flavonol was also identified.


2013 ◽  
Vol 9 ◽  
pp. 1807-1812 ◽  
Author(s):  
Mark B Richardson ◽  
Spencer J Williams

A gram-scale synthesis of terminally-branched iso-fatty acids (iso-C12–C19) was developed commencing with methyl undec-10-enoate (methyl undecylenate) (for iso-C12–C14) or the C15and C16lactones pentadecanolide (for iso-C15–C17) and hexadecanolide (for iso-C18–C19). Central to the approaches outlined is the two-step construction of the terminal isopropyl group through addition of methylmagnesium bromide to the ester/lactones and selective reduction of the resulting tertiary alcohols. Thus, the C12, C17and C18iso-fatty acids were obtained in three steps from commercially-available starting materials, and the remaining C13–C16and C19iso-fatty acids were prepared by homologation or recursive dehomologations of these fatty acids or through intercepting appropriate intermediates. Highlighting the synthetic potential of the iso-fatty acids and various intermediates prepared herein, we describe the synthesis of the natural products (S)-2,15-dimethylpalmitic acid, (S)-2-hydroxy-15-methylpalmitic acid, and 2-oxo-14-methylpentadecane.


2013 ◽  
Vol 8 (2) ◽  
pp. 1934578X1300800
Author(s):  
Chen Li-Xia ◽  
Zhang Hui ◽  
Zhao Qian ◽  
Yin Shi-Yu ◽  
Zhang Zhong ◽  
...  

Curcumol is a representative index component for the quality control of the essential oil of Curcuma wenyujin Y.H. Chen et C. Ling, an antivirus and anticancer drug in China. Microbial transformation of curcumol (1) by Aspergillus niger AS 3.739 yielded two products. Their structures were elucidated as 3α-hydroxycurcumol (2) and 3α-(4′-methoxy-succinyloxy)-curcumol (3) by extensive spectroscopic methods including 2D-NMR and HRESI-MS. Among them, 3 is a new compound. Esterification of the substrate with succinic acid is a novel reaction in the field of microbial transformation of natural products. Compound 2, the major transformation product of 1, was a high regio- and stereo-specific hydroxylation product and showed significant antiviral effects.


2021 ◽  
Author(s):  
Edwin Stiven Quiguanás Guarín ◽  
Juan Pablo Bedoya Agudelo ◽  
Jhon Esteban Lopez-Carvajal ◽  
Yuly Andrea Ramírez Tabares ◽  
Leonardo Padilla Sanabria ◽  
...  

Due to the growing resistance they develop of bacteria to drugs, the search for alternatives in natural products is considered important such as Lippia origanoides essential oil. Here, the antibacterial activity of the oil and two of its major chemical components were tested against bacteria of potential health concern. The cytotoxicity of these compounds was evaluated in human erythrocytes and Vero cells. 51 compounds were identified in the LOEO, being terpinen-4-ol, γ-Terpinene, citronellal and thymol the main. LOEO and thymol showed antibacterial activity from 904 μg/mL and 200 μg/mL, respectively. γ-Terpinene did not show activity any concentration tested. LOEO showed hemolysis at concentration of 3000 μg/mL and thymol at 100 μg/mL. LOEO and thymol showed cytotoxicity in the evaluated cell lines at 250 μg/mL and 100 μg/mL, respectively. These compounds have a moderate cytotoxicity so it's considered necessary to study alternatives to reduce the in vitro cytotoxicity of these compounds.


2019 ◽  
Vol 43 (1) ◽  
Author(s):  
Khalid A. Khalid ◽  
Ahmed E. El-Gohary ◽  
Aisha M. A. Ahmed

Abstract Background and objective The constituents of sweet lemon essential oil (EO) have different biological and medical properties. The exploitation of sweet lemon residues in the production of EO is an important means of increasing natural products and disposing of those residues. The aim of this study was to evaluate the EO extracted from various sweet lemon residues such as leaves, flowers, and peels of fruits to find out their content of active substances. Materials and methods The EO of different residues of sweet lemon was isolated by hydrodistillation (HD) method, then they were analyzed by GC/MS. Data were statistically analyzed using ANOVA-1. Results The content of EO (%) was higher in peels than in flowers or leaves. Citronellal, nerol, and limonene were the major constituents of EO extracted from leaves, flowers, and peels, respectively. All detected components of various oils belonged to four chemical fractions (monoterpene hydrocarbons (MH), oxygenated monoterpenes (OM), sesquiterpene hydrocarbons (SH), and oxygenated sesquiterpenes (OS)). The MH was the major faction of peel EO while the OM was the major fraction of leaf and flower EOs. The SH and OS were formed as the minor fractions in all EOs. Conclusion Different variations were observed in sweet lemon EO extracted from various residues which lead to diversity in natural sources of EO production.


2021 ◽  
Vol 11 (4) ◽  
pp. 60-65
Author(s):  
C. Soorya ◽  
S. Balamurugan ◽  
Afroze Naveed Basha ◽  
C. Kandeepan ◽  
S. Ramya ◽  
...  

Worldwide interest in use of plants based natural products (PBNPs) has been growing, and its beneficial effects being rediscovered for the development of novel drugs. Literature survey on indigenous traditional knowledge bestows ethnopharmacological potentials of PBNPs that has inspired current research in drug design and discovery; PBNPs provide baseline for the development of novel drug leads against various pharmacological targets. Studies indicate that Cymbopogon martini Essential Oil (CMEO) exhibit wide range of biological activities such as hepatoprotective, antifungal, insecticide, antioxidant and antibacterial. Pharmacological properties in Palmarosa Essential Oil (PEO) may be due to the presence of compounds like 4-Decen-6-yne, (Z), 2-Ethylimino-4-methyl-pent-3-enenitrile, Dihydrocarvyl acetate, 2-Methylbenzaldehyde, Geranyl butyrate, 1,5,9,9-Tetramethyl-1,4,7-cycloundecatriene. However, its application is limited because of the odor, color and taste. In the present study, GCMS based profile of bioactive phyto-compounds in essential oil of Cymbopogon martinii along with its physiochemical, biological, molecular, pharmacological and drugable properties has been envisaged. Keywords: Cymbopogon martinii Essential Oil (CMEO); Pharmacological Activity; ADMET Properties; Bioactive Compounds; Plant Based Natural Products (PBNPs);


2000 ◽  
Vol 55 (10) ◽  
pp. 982-984 ◽  
Author(s):  
Nisar Ullah ◽  
S. A. Qureshi ◽  
Saeed Anwar ◽  
Abdul Malik ◽  
Ernst Haslinger

AbstractTwo new natural products, tridecyl and undecyl 3,4-dihydroxycinnamate, were isolated from the chloroform soluble fraction of the whole plant of Daphne oleoides. Their structures were established on the basis of modern spectroscopic techniques including 2D NMR


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