Sesterterpenes and macrolide derivatives from the endophytic fungus Aplosporella javeedii.

Fitoterapia
Ying GaoPeter Proksch

Abstract

Five sesterterpenes (1-5) including two new compounds (1 and 2), as well as a new (6) and a known macrolide (7) were isolated from the endophytic fungus Aplosporella javeedii. The structures of the new compounds were elucidated by analysis of their 1D and 2D NMR and HRMS data as well as by comparison with the literature. Compound 4 and its acetyl derivatives 4a, 4b, 4c which were prepared by acetylation of 4 exhibited moderate cytotoxicity against the mouse lymphoma cell line L5178Y with IC50 values ranging from 6.2 to 12.8 μM, respectively. Moreover, 4a and 4c exhibited also cytotoxicity against human leukemia (Jurkat J16) and lymphoma (Ramos) cell lines. Compound 7 showed strong cytotoxicity against the L5178Y cell line, as well as against human Jurkat J16 and Ramos cells with IC50 values of 0.4, 5.8, and 4.4 μM, respectively. Mechanistic studies indicated that 7 induces apoptotic cell death. In addition, compounds 3, 4 and 7 showed low antibacterial activities against Mycobacterium tuberculosis H37Rv and compound 6 against Staphylococcus aureus, respectively, with MICs of 100 μM. Preliminary structure-activity relationships are discussed.

References

Mar 1, 1993·The Journal of Antibiotics·M OkaY Fukagawa
Jul 23, 2003·The Journal of Antibiotics·Hye Jin JungHo Jeong Kwon
Oct 21, 2005·Organic Letters·Gideon O Berger, Marcus A Tius
Nov 28, 2006·Journal of Natural Products·Mohamed AshourPeter Proksch
Jun 15, 2007·Toxicologic Pathology·Susan Elmore
Jul 17, 2007·The Journal of Organic Chemistry·Gideon O Berger, Marcus A Tius
Mar 11, 2009·Journal of Natural Products·Abdessamad DebbabRainer Ebel
Apr 28, 2011·Applied Microbiology and Biotechnology·Amal Hassan AlyPeter Proksch
Sep 29, 2011·Journal of Experimental & Clinical Cancer Research : CR·Rebecca S Y Wong
Sep 28, 2013·Pediatric Surgery International·Ki Cheong Park, Seung Hoon Choi
Feb 18, 2014·Fungal Biology·Fahimeh JamiMarieka Gryzenhout
Oct 18, 2016·Frontiers in Microbiology·Sushanto GoudaJayanta Kumar Patra
May 15, 2018·Frontiers in Pharmacology·Fazilath UzmaElsayed F Abd Allah
Sep 13, 2018·Marine Drugs·Elena AncheevaPeter Proksch
Dec 14, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Nazia HoqueKhondaker Miraz Rahman
May 3, 2019·Journal of Natural Products·Shuai LiuPeter Proksch
Apr 3, 2020·Bioorganic & Medicinal Chemistry·Ying GaoPeter Proksch

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.