Tagetones A and B, new cytotoxic monocyclic diterpenoids from flowers of Tagetes minuta.

Chin J Nat Med

Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia.

Published: July 2017

Tagetones A (1) and B (2), two new monocyclic diterpenoids were isolated from the n-hexane fraction of fresh flowers of Tagetes minuta L. (Asteraceae). Their structures were established by multiple spectroscopic methods (IR, HR-ESI-MS, and 1D-, and 2D-NMR), in addition to comparison with literature data. Compound 1 showed cytotoxic activity towards MCF7 and A549 cancer cells with IC values being 4.68 and 4.24 µmol·L, respectively, compared to doxorubicin (IC 0.13 and 1.12 µmol·L, respectively). Compound 2 also exhibited significant activity against HCT116 cancer cells (IC, 6.30 µmol·L).

Download full-text PDF

Source
http://dx.doi.org/10.1016/S1875-5364(17)30081-XDOI Listing

Publication Analysis

Top Keywords

monocyclic diterpenoids
8
flowers tagetes
8
tagetes minuta
8
cancer cells
8
tagetones cytotoxic
4
cytotoxic monocyclic
4
diterpenoids flowers
4
minuta tagetones
4
tagetones monocyclic
4
diterpenoids isolated
4

Similar Publications

To better assess the practical value and avoid potential risks of the traditionally medicinal and edible basidiomycete , which may arise from undescribed metabolites, a combination of elicitors was introduced for the first time to discover products from cryptic and low-expressed gene clusters under laboratory cultivation. Treating NJFU21 with the combination of five elicitors led to the upregulated production of a class of unusual linear diterpene-derived variants, including eleven new ones (-), along with three known ones (-). The structures and stereochemistry were determined by 1D and 2D NMR, HRESIMS, ECD, OR and VCD calculations.

View Article and Find Full Text PDF

Anti-necroptosis and anti-ferroptosis compounds from the Deep-Sea-Derived fungus Aspergillus sp. MCCC 3A00392.

Bioorg Chem

March 2024

School of Pharmacy, Hainan Medical University, No. 3 Xueyuan Road, Haikou 571199, China; Key Laboratory of Marine Genetic Resources, Third Institute of Oceanography, Ministry of Natural Resources, 184 Daxue Road, Xiamen 361005, China. Electronic address:

Eight undescribed (1-8) and 46 known compounds (9-54) were isolated from the deep-sea-derived Aspergillus sp. MCCC 3A00392. Compounds 1-3 were three novel oxoindolo diterpenoids, 4-6 were three bisabolane sesquiterpenoids, while 7 and 8 were two monocyclic cyclopropanes.

View Article and Find Full Text PDF

This study explored the potential of poly-(lactic-co-glycolic) acid (PLGA) nanoparticles to enhance the effectiveness of anticancer treatments through combination therapy with phytol and α-bisabolol. The encapsulation efficiency of the nanoparticles was investigated, highlighting the role of ionic interactions between the drugs and the polymer. Characterization of PLGA-Phy+Bis nanoparticles was carried out using DLS with zeta potential and HR-TEM for size determination.

View Article and Find Full Text PDF

Boosting production of cembratriene-ol in Saccharomyces cerevisiae via systematic optimization.

Biotechnol J

January 2024

The Key Laboratory of Industrial Biotechnology, School of Biotechnology, Ministry of Education, Jiangnan University, Wuxi, China.

Cembratriene-ol is a good biodegradable biopesticide ingredient with future potential applications in the field of sustainable agriculture. Cembratriene-ol is a monocyclic diterpenoid compound that is synthesized only in the trichome gland of Nicotiana plants. In this study, geranylgeranyl diphosphate synthase gene ggpps from Taxus canadensis and cbts*Δp were heterologously expressed in Saccharomyces cerevisiae W303-1A to successfully synthesize cembratriene-ol.

View Article and Find Full Text PDF

Terpenoids from the Sponge sp. Collected in the South China Sea.

J Nat Prod

February 2023

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China.

Sarcotragusolides A-D (-), four new butenolide sesterterpenes featuring a rare methyl-transferred 6/6/6-tricyclic fused ring system with a butyrolactone moiety, and echinohalimane B (), an unprecedented monocyclic diterpenoid featuring a 2,7-ring-opened halimane-type skeleton, were isolated from the sponge sp. A γ-hydroxybutenolide sesterterpene derivative (), a new scalarane sesterterpene (), a new subersin-type diterpenoid (), and two known terpenoids were also isolated and identified. The discovery of sarcotragusolides C and D ( and ) with an unprecedented inversion of configuration implied a distinct biosynthetic pathway.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!