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1. Correction to: Synthesis of Aminoalkylated Aziridines from (+)-3-Carene

Author:
Curlat, S. N.; Barba, A. N.; Boldescu, V. V.; Pannecouque, C.; Macaev, F. Z.
Source:
Chemistry of natural compounds 2019 v.55 no.3 pp. 595
ISSN:
0009-3130
Subject:
monoterpenoids,   etc   ; aziridines; cytotoxicity; synthesis;     Show all 4 Subjects
Abstract:
... The name of the fourth author should read C. Pannecouque. ...
DOI:
10.1007/s10600-019-02756-x

2. Four new monoterpenoids from the whole plants of Valeriana stenoptera

Author:
Dong, Fa-Wu; Yang, Liu; Zi, Chen-Ting; Li, Bao-Jing; Li, Hui-Yuan; Li, Wen-Jie; Yang, Yu-Lin; Hu, Jiang-Miao; He, Hong-Ping
Source:
Journal of Asian natural products research 2019 v.21 no.9 pp. 842-850
ISSN:
1477-2213
Subject:
monoterpenoids,   etc   ; Valeriana; iridoids; spectral analysis;     Show all 4 Subjects
Abstract:
... Four new monoterpenoids, including two new acyclic monoterpenoids (2R, 6R)-2, 6-dimethyl-8-isovaleroxyoctan-1-ol (1) and (2S, 6S)-2, 6-dimethyl-8-isovaleroxyoctan-1-ol (2), as well as two new iridoids stenopterins F-G (3 and 4), together with fifteen known compounds (5–19), were isolated from whole dried material of Valeriana stenoptera. Stenopterin F was the first reported iridoids with n-butoxyl ...
DOI:
10.1080/10286020.2019.1566225

3. Diterpenoid glycosides and monoterpenoid glycosides from the fruits of Xanthium chinense

Author:
Cheng, Yan; Fu, Jiang; Chen, Long; Li, Lu-Lu; Qu, Jing
Source:
Journal of Asian natural products research 2019 v.21 no.3 pp. 207-216
ISSN:
1477-2213
Subject:
monoterpenoids,   etc   ; Xanthium; diterpenoids; fruits; glycosides;     Show all 5 Subjects
Abstract:
... Two new diterpenoid glycosides, fructusnoids D (1) and E (2), and two new monoterpenoid glycosides (3, 4), together with three known diterpenoid glycosides (5-7) and three known monoterpenoid glycosides (8-10), were isolated from the fruits of Xanthium chinense. Their structures were elucidated by spectrometric analyses. ...
DOI:
10.1080/10286020.2018.1526788

4. Contribution of biogenic sources to secondary organic aerosol in the summertime in Shaanxi, China

Author:
Xu, Yong; Chen, Yonggui; Gao, Jingsi; Zhu, Shengqiang; Ying, Qi; Hu, Jianlin; Wang, Peng; Feng, Liguo; Kang, Haibin; Wang, Dexiang
Source:
Chemosphere 2020 v.254 pp. 126815
ISSN:
0045-6535
Subject:
monoterpenoids,   etc   ; aerosols; air quality; emissions; gases; isoprene; oligomerization; oxidation; summer; vegetation; volatile organic compounds; China;     Show all 12 Subjects
Abstract:
... A revised Community Multi-scale Air Quality (CMAQ) model with updated secondary organic aerosol (SOA) yields and a more detailed description of SOA formation from isoprene (ISOP) oxidation was applied to study the spatial distribution of SOA, its components and precursors in Shaanxi in July of 2013. The emissions of biogenic volatile organic compounds (BVOCs) were generated using the Model of Emis ...
DOI:
10.1016/j.chemosphere.2020.126815

5. Effect of jasmonic acid on major terpenes and density of glandular trichomes in Lippia graveolens kunth (Verbenaceae)

Author:
Moreno-Rodríguez, Amanda; Santos-Castro, Rosario; Vázquez-Medrano, Josefina; Quintanar-Zúñiga, Rafael E.; García-García, Fernando A.; Hernández-Portilla, Luis B.; Flores-Ortiz, Cesar M.
Source:
Natural product research 2020 v.34 no.13 pp. 1942-1946
ISSN:
1478-6427
Subject:
monoterpenoids,   etc   ; Lippia graveolens; alpha-caryophyllene; jasmonic acid; phenotypic plasticity; phytochemicals; seeds; thymol; trichomes;     Show all 9 Subjects
Abstract:
... The effect of exogenous application of jasmonic acid (JA) on the concentration of main terpenes and density of glandular trichomes was investigated in the Mexican oregano, propagated from seeds from 3 localities. JA 1 mM was applied locally and to the whole plant. JA locally applied increased the number of trichomes, with a mean of 20 trichomes more with respect to the controls in plants from Teco ...
DOI:
10.1080/14786419.2019.1566721

6. Variation in essential oil content and composition of Ridolfia segetum Moris based on 30-hour prolonged fractionated extraction procedure

Author:
Božović, Mijat; Garzoli, Stefania; Baldisserotto, Anna; Andreotti, Elisa; Cesa, Stefania; Pepi, Federico; Vertuani, Silvia; Manfredini, Stefano; Ragno, Rino
Source:
Natural product research 2020 v.34 no.13 pp. 1923-1926
ISSN:
1478-6427
Subject:
monoterpenoids,   etc   ; Candida albicans; Ridolfia; chemotypes; essential oils; fractionation; lipid content; spectroscopy; steam distillation; Italy;     Show all 10 Subjects
Abstract:
... A comprehensive study on essential oil samples extracted from Ridolfia segetum Moris (Apiaceae) collected in Tarquinia (Italy) is reported. In this study, a 30-hour, fractionated, steam distillation procedure for essential oil preparation was applied. The gas chromatographic-mass spectrometry analysis showed monoterpene o-cymene and phenylpropanoid dill-apiol as the major essential oil’s constitue ...
DOI:
10.1080/14786419.2018.1561688

7. Indole alkaloids with self-activated sp2 C[sbnd]H bond from Alstonia scholaris

Author:
Wei, Xin; Qin, Xu-Jie; Jin, Qiong; Yu, Hao-Fei; Ding, Cai-Feng; Khan, Afsar; Liu, Ya-Ping; Xia, Chengfeng; Luo, Xiao-Dong
Source:
Tetrahedron letters 2020 v.61 no.21 pp. 151894
ISSN:
0040-4039
Subject:
monoterpenoids,   etc   ; Alstonia scholaris; ambient temperature; catalysts; chemical reactions; chemical structure; furans; indole alkaloids; reaction mechanisms;     Show all 9 Subjects
Abstract:
... Alstoniascholarines T (1) and U (2), two novel monoterpenoid indole alkaloids from Alstonia scholaris, enabled an unexpected deuteration via activation of the sp² CH bond without any catalysts under room temperature. Structurally, alkaloid 1 represented the rare nor-C₁₇ strychnan indole, and compound 2 possessing highly modified strychnan skeleton with an additional furan ring between C-16/19. Thi ...
DOI:
10.1016/j.tetlet.2020.151894

8. Effect of cluster zone leaf removal on monoterpene profiles of Sauvignon Blanc grapes and wines

Author:
Yue, Xiaofeng; Ma, Xin; Tang, Yali; Wang, Ying; Wu, Bowen; Jiao, Xuliang; Zhang, Zhenwen; Ju, Yanlun
Source:
Food research international 2020 v.131 pp. 109028
ISSN:
0963-9969
Subject:
monoterpenoids,   etc   ; biosynthesis; defoliation; genes; grapes; leaves; messenger RNA; odors; pH; tartaric acid; wines;     Show all 11 Subjects
Abstract:
... Monoterpenes contribute to the varietal aromas of grapes and wines. We determined the effects of cluster zone leaf removal on the monoterpene profiles of Sauvignon Blanc grape berries and wines, and on the expression of key genes in the terpenoid pathway. Leaf removal at two intensities (half basic, 50%; full basic, 100%) was conducted at two weeks before veraison, veraison, and two weeks after ve ...
DOI:
10.1016/j.foodres.2020.109028

9. Sex pheromone of the aerial root mealybug, Pseudococcus baliteus: A unique monoterpenoid containing an α-hydroxyketone moiety

Author:
Tabata, Jun; Kamo, Tsunashi; Watanabe, Tomohiro; Kinsho, Takeshi
Source:
Tetrahedron letters 2020 v.61 no.17 pp. 151802
ISSN:
0040-4039
Subject:
monoterpenoids,   etc   ; Pseudococcus; adults; antennae; chemical reactions; electrophysiology; enantioselectivity; esters; females; males; mass spectrometry; moieties; sex pheromones;     Show all 13 Subjects
Abstract:
... A single compound that elicited an electrophysiological response from conspecific male antennae was isolated from volatiles emitted by adult females of the aerial root mealybug, Pseudococcus baliteus. Mass spectrometry and nuclear resonance spectroscopy analyses, as well as enantioselective syntheses, revealed the structure to be 2-((S)-1,2,2-trimethyl-3-cyclopentenyl)-2-oxoethyl (S)-2-methylbutyr ...
DOI:
10.1016/j.tetlet.2020.151802

10. Synthesis of nitrogen-containing monoterpenoids with antibacterial activity

Author:
Kozioł, Agata; Grela, Ewa; Macegoniuk, Katarzyna; Grabowiecka, Agnieszka; Lochyński, Stanisław
Source:
Natural product research 2020 v.34 no.8 pp. 1074-1079
ISSN:
1478-6427
Subject:
monoterpenoids,   etc   ; Sporosarcina pasteurii; Staphylococcus aureus; antibacterial properties; lactams; minimum inhibitory concentration; urease;     Show all 7 Subjects
Abstract:
... Incorporation of the Beckmann rearrangement into the presented research resulted in the formation of nitrogen-containing terpenoid derivatives originating from naturally occurring compounds. Both starting monoterpenes and obtained derivatives were subjected to estimation of their antibacterial potential. In the presented study, Staphylococcus aureus was the most sensitive to examined compounds. Th ...
DOI:
10.1080/14786419.2018.1548456

11. Heterologous overexpression of Nothapodytes foetida strictosidine synthase enhances levels of anti-cancer compound camptothecin in Ophiorrhiza rugosa

Author:
Singh, Sudhir; Kamble, Suchita N.; Satdive, Ramesh K.; Fulzele, Devanand P.
Source:
Plant cell, tissue, and organ culture 2020 v.141 no.1 pp. 67-76
ISSN:
0167-6857
Subject:
monoterpenoids,   etc   ; Ophiorrhiza; antineoplastic agents; endangered species; gene overexpression; genes; indole alkaloids; mature plants; tissues; trees; tryptamine;     Show all 11 Subjects
Abstract:
... Nothapodytes foetida, an endangered tree of Indian origin, is a major source of the anti-cancer monoterpenoid indole alkaloid, camptothecin (CPT). Strictosidine synthase (STR) condenses tryptamine and secologanin to form strictosidine, a universal precursor of terpenoid indole alkaloids including CPT. We cloned full-length str cDNA with an open reading frame of 1059 bp from N. foetida (Nfstr) usin ...
DOI:
10.1007/s11240-020-01767-9

12. Chiral resolution, absolute configuration of two pairs of unusual monoterpene enantiomers from Eupatorium fortunei

Author:
Shi, Jing; Yuan, Min; Yu, Yue; Shi, Sheng-Bin; Liu, Yu-Guo
Source:
Tetrahedron letters 2020 v.61 no.13 pp. 151655
ISSN:
0040-4039
Subject:
monoterpenoids,   etc   ; Eupatorium; aerial parts; chemical reactions; enantiomers; macrophages; nitric oxide; spectral analysis;     Show all 8 Subjects
Abstract:
... Two unusual monoterpene racemates, (±)-eupafortin A (1) and (±)-eupafortin B (2), were isolated from the aerial parts of Eupatorium fortunei. Subsequent chiral resolution led to the separation of two pairs of enantiomers, (+)- (1a) and (–)-eupafortin A (1b), (+)- (2a) and (–)-eupafortin B (2b), respectively. Their structures including absolute configurations were deduced based on spectroscopic ana ...
DOI:
10.1016/j.tetlet.2020.151655

13. Structure–Odor Activity Studies on Derivatives of Aromatic and Oxygenated Monoterpenoids Synthesized by Modifying p-Cymene

Author:
Schreiner, Linda; Bauer, Johannes; Ortner, Eva; Buettner, Andrea
Source:
Journal of natural products 2020 v.83 no.4 pp. 834-842
ISSN:
1520-6025
Subject:
monoterpenoids,   etc   ; air; carvacrol; foods; odor compounds; odors; oregano; p-cymene; quinones; smell; thyme; thymol;     Show all 12 Subjects
Abstract:
... Thymoquinone was recently reported as having a unique pencil-like odor and being the impact compound for the cedar-like and cedar wood-based product smell such as pencils. The compounds thymol and carvacrol are structurally related odorants commonly found in plants and foods such as thyme and oregano, also having a significant contribution to their overall aroma. However, a systematic elucidation ...
DOI:
10.1021/acs.jnatprod.9b00339

14. A Relay Strategy Actuates Pre-Existing Trisubstituted Olefins in Monoterpenoids for Cross-Metathesis with Trisubstituted Alkenes

Author:
Bahou, Karim A.; Braddock, D. Christopher; Meyer, Adam G.; Savage, G. Paul; Shi, Zhensheng; He, Tianyou
Source:
Journal of organic chemistry 2020 v.85 no.7 pp. 4906-4917
ISSN:
1520-6904
Subject:
monoterpenoids,   etc   ; alcohols; benzene; catalytic activity; chemical reactions; isomers; olefin; organic chemistry; ruthenium;     Show all 9 Subjects
Abstract:
... A retrosynthetic disconnection–reconnection analysis of epoxypolyenes—substrates that can undergo cyclization to podocarpane-type tricycles—reveals relay-actuated Δ⁶,⁷-functionalized monoterpenoid alcohols for ruthenium benzylidene catalyzed olefin cross-metathesis with homoprenyl benzenes. Successful implementation of this approach provided several epoxypolyenes as expected (E/Z, ca. 2–3:1). The ...
DOI:
10.1021/acs.joc.0c00067
PubMed:
32191466
PubMed Central:
PMC7145354

15. Taxodisones A and B: bioactive C₃₀-terpenes with new skeletons from Taxodium distichum and their biosynthetic origin

Author:
Wang, Wen-Li; Liu, Xiao-Qin; Zhang, Mei-Hui; Lin, Bin; Zhu, Dong-Rong; Li, Ling-Nan; Chen, Chen; Han, Chao; Luo, Jian-Guang; Kong, Ling-Yi
Source:
Chemical communications 2020 v.56 no.22 pp. 3329-3332
ISSN:
1364-548X
Subject:
monoterpenoids,   etc   ; Taxodium distichum; bioactive properties; biomimetic synthesis; biosynthesis; chemical reactions; diterpenoids; seeds; squalene;     Show all 9 Subjects
Abstract:
... Taxodisones A and B, C₃₀-terpenes with an unprecedented tetracyclo[12.4.0.0.²,⁷0⁹,¹⁴]octodecane core, were isolated from the seeds of Taxodium distichum. Their structures, including their configurations, were unambiguously determined. Their biomimetic synthesis suggests that they stem from diterpenes and monoterpenes, and not from squalene or oxidosqualene. In addition, their bioactivities were al ...
DOI:
10.1039/c9cc09433d

16. Aminomethylation of Oxabenzonorbornadienes via the Merger of Photoredox and Nickel Catalysis

Author:
Diallo, Abdoul G.; Roy, David; Gaillard, Sylvain; Lautens, Mark; Renaud, Jean-Luc
Source:
Organic letters 2020 v.22 no.6 pp. 2442-2447
ISSN:
1523-7052
Subject:
monoterpenoids,   etc   ; aminomethylation; catalytic activity; chemical bonding; chemical structure; nickel; organometallic compounds; redox reactions; regioselectivity; stereoselectivity;     Show all 10 Subjects
Abstract:
... The first aminomethylation of oxabenzonorbornadienes using dual photoredox/nickel catalysis has been disclosed. This cascade reaction allowed the preparation of the cis-aminomethyl dihydronaphthalenols without any prefunctionalization or any use of nucleophilic organometallic species. The control of the regio- and stereoselectivity might be explained by a sequence involving insertion of nickel(0) ...
DOI:
10.1021/acs.orglett.0c00593

17. Monoterpenoid indole alkaloids from the fruits of Melodinus henryi

Author:
Shao, Qian; Ma, Rui; Wu, Xing; Zhang, Fa-Lei; Li, Zheng-Hui; Feng, Tao; He, Juan; Liu, Ji-Kai
Source:
Phytochemistry letters 2020 v.35 pp. 53-57
ISSN:
1874-3900
Subject:
monoterpenoids,   etc   ; Melodinus; cell lines; cytotoxicity; fruits; indole alkaloids; inhibitory concentration 50; neoplasm cells; neoplasms; spectroscopy;     Show all 10 Subjects
Abstract:
... Four undescribed monoterpenoid indole alkaloids, melodinines X₁‒X₄ (1‒4), together with fourteen known ones, have been isolated from the fruits of Melodinus henryi. Their structures with absolute configurations were elucidated by extensive spectroscopic methods and ECD calculations. Compound 1 shows a significant cytotoxicity to HL-60 cancer cell line with an IC₅₀ value of 0.8 μM. ...
DOI:
10.1016/j.phytol.2019.11.003

18. Enantioselective Synthesis of Spiroindolines via Cascade Isomerization/Spirocyclization/Dearomatization Reaction

Author:
Pan, Zhiqiang; Liu, Yuchang; Hu, Fengchi; Liu, Qinglong; Shang, Wenbin; Ji, Xu; Xia, Chengfeng
Source:
Organic letters 2020 v.22 no.4 pp. 1589-1593
ISSN:
1523-7052
Subject:
monoterpenoids,   etc   ; catalytic activity; chemical structure; diastereoselectivity; enamines; enantioselective synthesis; indole alkaloids; isomerization; phosphoric acid;     Show all 9 Subjects
Abstract:
... The spiroindoline skeleton featured with 2,7-diazaspiro[4.4]nonane exists in various structurally intricate and biologically active monoterpene indole alkaloids. A catalytic asymmetric cascade enamine isomerization/spirocyclization/dearomatization succession to construct the spiroindoline was developed, which employed the indolyl dihydropyridine as a substrate under catalysis of the chiral phospho ...
DOI:
10.1021/acs.orglett.0c00181

19. Phenolic acids and terpenoids in the soils of different weed-suppressive circles of allelopathic rice

Author:
Li, Jia Yu; Lin, Shun Xian; Zhang, Qi; Li, Li; Hu, Wen Wen; He, Hai Bin
Source:
Archiv für Acker- und Pflanzenbau und Bodenkunde 2020 v.66 no.2 pp. 266-278
ISSN:
1476-3567
Subject:
monoterpenoids,   etc   ; Echinochloa crus-galli; benzoic acid; cinnamic acid; phenolic acids; rhizosphere; rice; soil;     Show all 8 Subjects
Abstract:
... Allelopathic rice ‘PI312777’ (PI) and non-allelopathic rice ‘Lemont’ (Le) were used to assess phenolic acids and terpenoids in the soils of different circles using inhibitory-circle method. The rhizosphere soils of rice (inner circle) and barnyard grass at a 12 cm distance from rice (outer circle) were collected for analyses. The results showed total content of phenolic acids in outer circle of PI ...
DOI:
10.1080/03650340.2019.1610560

20. Non-monoterpenoid azepinoindole alkaloids

Author:
Lindsay, Ashley C.; Kim, Se Hun; Sperry, Jonathan
Source:
Natural product reports 2018 v.35 no.12 pp. 1347-1382
ISSN:
1460-4752
Subject:
monoterpenoids,   etc   ; alkaloids; biosynthesis;     Show all 3 Subjects
Abstract:
... Covering: 1969 to 2018 Azepinoindole natural products can be broadly classified as being of monoterpenoid or non-monoterpenoid origin. The non-monoterpenoid azepinoindoles have not received as much attention in the literature as their more revered monoterpenoid counterparts. In this review, an overview of all non-monoterpenoid azepinoindoles is provided. Various biological and chemical aspects are ...
DOI:
10.1039/c8np00047f