61762-39-8Relevant academic research and scientific papers
Isomalyngamide A, A-1 and their analogs suppress cancer cell migration in vitro
Chang, Tzu Ting,More, Shivaji V.,Lu, I.-Hsuan,Hsu, Jui-Ching,Chen, Ting-Ju,Jen, Ya Ching,Lu, Chung-Kuang,Li, Wen-Shan
, p. 3810 - 3819 (2011)
Isomalyngamide A (1) and A-1 (2) were isolated from the Taiwanese Lyngbya majuscule and the latter structure was elucidated by a combination of NMR spectroscopic analysis and HRESIMS measurement. We report the isolation of isomalyngamide A (1), discovery of isomalyngamide A-1 (2) and their synthetic analogs (3-9), which are further demonstrated to have therapeutic potential against tumor cell migration at the level of nanomolar to micromolar ranges, perhaps, by inactivating the expression of p-FAK, FAK, p-Akt and Akt through β1 integrin-mediated antimetastatic pathway.
Carbon nanodot-induced gelation of a histidine-based amphiphile: Application as a fluorescent ink, and modulation of gel stiffness
Paul, Subir,Gayen, Kousik,Nandi, Nibedita,Banerjee, Arindam
, p. 4341 - 4344 (2018)
This is a unique example of fluorescent carbon dot-induced hydrogelation of an amino acid-based amphiphile. The carbon dot-to-amphiphile ratio dictates the gel stiffness. Moreover, this hydrogel can be used as a prominent fluorescent ink and the dried gel shows a remarkable, unusual green fluorescence in the solid state.
Synthesis and biological evaluation of a new series of N-acyldiamines as potential antibacterial and antifungal agents
Ferreira, Bianca Da S.,De Almeida, Angelina M.,Nascimento, Thiago C.,De Castro, Pedro P.,Silva, Vania L.,Diniz, Claúdio G.,Le Hyaric, Mireille
supporting information, p. 4626 - 4629 (2015/01/08)
In continuation of our efforts to find new antimicrobial compounds, series of fatty N-acyldiamines were prepared from fatty methyl esters and 1,2-ethylenediamine, 1,3-propanediamine or 1,4-butanediamine. The synthesized compounds were screened for their antibacterial activity against Gram-positive bacteria (Staphylococcus aureus, Staphylococcus epidermidis), Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa) and for their antifungal activity against four species of Candida (C. albicans, C. tropicalis, C. glabrata and C. parapsilosis). Compounds 5a (N-(2-aminoethyl)dodecanamide), 5b (N-(2-aminoethyl)tetracanamide) and 6d (N-(3-aminopropyl)oleamide) were the most active against Gram-positive bacteria, with MIC values ranging from 1 to 16 μg/mL and were evaluated for their activity against 21 clinical isolates of methicillin-resistant S. aureus. All the compounds exhibited good to moderate antifungal activity. Compared to chloramphenicol, compound 6b displayed a similar activity (MIC50= 16 μg/mL). A positive correlation could be established between lipophilicity and biological activity.
Comparison of the gelation behaviour of N-substituted tetradecanamide amphiphiles in organic liquids: Effect of hydrogen-bonding ability of the head-group
Pal, Amrita,Mahapatra, Rita Das,Dey, Joykrishna
, p. 7760 - 7765 (2014/02/14)
In this work, we have investigated the role of intermolecular hydrogen-bonding (H-bonding) interaction of the head-groups of amphiphilic organogelators. For this we have designed, synthesized and studied the gelation behaviour of a series of amide amphiphiles having hydrocarbon chains with the same length (C14) but with -COOH, -OH, -NH2 or -N(CH 3)2) functionalities as head-group. These gelators, except the one with -N(CH3)2 head-group, efficiently gelated aromatic solvents. The gelation in all the solvents employed was observed to be thermoreversible. The gels were characterized by XRD spectroscopy, electron microscopy, and rheology. The amphiphiles were observed to form ribbon-like aggregates in aromatic solvents. The gel-to-sol transition temperatures as well as mechanical strengths of the organogels were observed to increase with the spacer length. The results suggest that the intermolecular H-bonding interactions between head-groups were essential for gelation.
Glycosylation enhances the anti-migratory activities of isomalyngamide A analogs
More, Shivaji V.,Chang, Tzu Ting,Chiao, Yu-Pin,Jao, Shu-Chuan,Lu, Chung-Kuang,Li, Wen-Shan
supporting information, p. 169 - 178 (2013/07/27)
Three, new, fully synthetic glycosylated isomalyngamide A analogs 4-6 were prepared and evaluated for their anti-migratory activities in human breast cancer cells. The results of the study show that two glycosylated derivatives 4 and 5, containing mannose and galactose appendages, suppress metastatic events (e.g., migration, invasion and adhesion) in human breast adenocarcinoma MDA-MB-231 cells at "nontoxic" concentration levels. In contrast, derivative 6 that contains a lactose moiety, displays a less potent activity. The findings show that monosaccharide rather than disaccharide appendages to the isomalyngamide A backbone more greatly influence cell migration and invasive ability. Evidence has been gained for a mechanism for inhibition of metastatic activities in MDA-MB-231 cells by 4 and 5, involving inactivation of the expression of p-FAK and paxillin through the integrin-mediated antimetastatic pathway.
