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1.
Koonchira Buaban Weerachai Phutdhawong Thongchai Taechowisan Waya S. Phutdhawong 《Molecules (Basel, Switzerland)》2021,26(1)
A series of tetrahydro-ß-carbolines substituted with an alkyl or acyl side chain was synthesized and screened for its antifungal activity against plant pathogenic fungi (Bipolaris oryzae, Curvularia lunata, Fusarium semitectum, and Fusarium fujikuroi). The structure activity relationship revealed that the substituent at the piperidine nitrogen plays an important role for increasing antifungal activities. In this series, 2-octyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (3g) displayed potent antifungal activities with a minimum inhibitory concentration of 0.1 μg/mL, including good inhibitory activity to the radial growth of fungus at a concentration of 100 μg/mL compared to amphotericin B. 相似文献
2.
Ondeykal JG Herath KB Jayasuriya H Polishook JD Bills GF Dombrowski AW Mojena M Koch G DiSalvo J DeMartino J Guan Z Nanakorn W Morenberg CM Balick MJ Stevenson DW Slattery M Borris RP Singh SB 《Molecular diversity》2005,9(1-3):123-129
The chemokines (CXCL9, CXCL10 and CXCL11) and associated CXCR3 receptor are expressed during the inflammatory process from multiple sclerosis, atherosclerosis or organ transplantation resulting in the recruitment of lymphocytes leading to tissue damage. It is hypothesized that blocking of the ligand/CXCR3 receptor interaction has potential to provide opportunity for development of agents that would block tissue rejection. In this paper, four classes of natural product inhibitors (IC50 ranging 0.1–41 M) have been described that block the CXCR3 receptor interaction of IP-10 ligand. These include a cyclic thiopeptide (duramycin), polyketide glycosides (roselipins), steroidal glycosides (hypoglausin A and dioscin) and a novel alkyl pyridinium alkaloid that were isolated by bioassay-guided fractionation of the organic extracts derived from actinomycete, fungal, plant and marine sources and discovered using 125 I IP-10/CXCR3 binding assay. Duramycin was the most potent with an IC50 of 0.1 M. Roselipins 2A, 2B and 1A showed IC50 values of 14.6, 23.5, and 41 M, respectively. Diosgenin glycosides dioscin, hypoglaucin A and kallstroemin D exhibited IC50 values of 2.1, 0.47 and 3 M, respectively. A novel cyclic 3-alkyl pyridinium salt isolated from a sponge displayed a binding IC50 of 0.67 M. 相似文献
3.
Chairungsi N Jumpatong K Phutdhawong W Buddhasukh D 《Molecules (Basel, Switzerland)》2006,11(5):309-317
Electrocoagulation of a plant extract and certain substances representative of selected classes of plant pigments, viz. chlorophyll, a carotenoid, a phenolic substance and a tannin, was performed in ethanol containing varying amounts of water (15-75%). The results showed that the extent and efficiency of coagulation of these substances tends to vary in a manner directly related to the water content of the solvent, although the tannin and the phenolic substance were less sensitive to the solvent composition and are equally well coagulated in all solvent systems studied. The findings can be applied to the removal of these substances from aqueous alcoholic plant extracts using the electrocoagulation technique. 相似文献
4.
Weerachai Nasomphan Pramuan Tangboriboonrat Sutipa Tanapongpipat Srung Smanmoo 《Journal of fluorescence》2014,24(1):7-11
Highly water soluble polymer (DD) was prepared and evaluated for its fluorescence response towards various amino acids. The polymer consists of dansyl hydrazine unit conjugated into dextran template. The conjugation enhances higher water solubility of dansyl hydrazine moiety. Of screened amino acids, DD exhibited selective fluorescence quenching in the presence of aspartic acid (Asp) and glutamic acid (Glu). A plot of fluorescence intensity change of DD against the concentration of corresponding amino acids gave a good linear relationship in the range of 1?×?10?4 M to 25?×?10?3 M. This establishes DD as a potential polymeric sensor for selective sensing of Asp and Glu. Figure 1
Fluorescence quenching of dansyl hydrazine dextran conjugate (DD) in the presence of L-aspartic or L-glutamic acids 相似文献
5.
Weerachai Phutdhawong Apiwat Chuenchid Thongchai Taechowisan Jitnapa Sirirak Waya S. Phutdhawong 《Molecules (Basel, Switzerland)》2021,26(6)
A series of novel coumarin-3-carboxamide derivatives were designed and synthesized to evaluate their biological activities. The compounds showed little to no activity against gram-positive and gram-negative bacteria but specifically showed potential to inhibit the growth of cancer cells. In particular, among the tested compounds, 4-fluoro and 2,5-difluoro benzamide derivatives (14b and 14e, respectively) were found to be the most potent derivatives against HepG2 cancer cell lines (IC50 = 2.62–4.85 μM) and HeLa cancer cell lines (IC50 = 0.39–0.75 μM). The activities of these two compounds were comparable to that of the positive control doxorubicin; especially, 4-flurobenzamide derivative (14b) exhibited low cytotoxic activity against LLC-MK2 normal cell lines, with IC50 more than 100 μM. The molecular docking study of the synthesized compounds revealed the binding to the active site of the CK2 enzyme, indicating that the presence of the benzamide functionality is an important feature for anticancer activity. 相似文献
6.
Chanakan Winyakul Weerachai Phutdhawong Poomipat Tamdee Jitnapa Sirirak Thongchai Taechowisan Waya S. Phutdhawong 《Molecules (Basel, Switzerland)》2022,27(13)
2,5-Diketopiperazine derivatives, consisting of benzylidene and alkylidene substituents at 3 and 6 positions, have been considered as a core structure for their antiviral activities. Herein, the novel N-substituted 2,5-Diketopiperazine derivatives were successfully prepared and their antiviral activities against influenza virus were evaluated by monitoring viral propagation in embryonated chicken eggs. It was found that (3Z,6Z)-3-benzylidene-6-(2-methyl propylidene)-4-substituted-2,5-Diketopiperazines (13b–d), (3Z,6E)-3-benzylidene-6-(2-methylpropyli dene)-1-(1-ethyl pyrrolidine)-2,5-Diketopiperazine (14c), and Lansai-C exhibited negative results in influenza virus propagation at a concentration of 25 µg/mL. Additionally, molecular docking study revealed that 13b–d and 14c bound in 430-cavity of neuraminidase from H5N2 avian influenza virus and the synthesized derivatives also strongly interacted with the key amino acid residues, including Arg371, Pro326, Ile427, and Thr439. 相似文献
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8.
Chairungsi N Jumpatong K Suebsakwong P Sengpracha W Phutdhawong W Buddhasukh D 《Molecules (Basel, Switzerland)》2006,11(7):514-522
Some representative quinones, viz. one naphthoquinone (plumbagin) and five anthraquinones (alizarin, purpurin, chrysazin, emodin, and anthrarufin), were subjected to electrocoagulation. It was found that the rate and extent of coagulation of these compounds appears to correlate with the number and relative position of their phenolic substituent groups, and that all of the coagulated quinones could be recovered. Attempts were then made to electrochemically isolate three quinones, namely plumbagin, morindone and erythrolaccin, from natural sources. 相似文献
9.
Stereoselective synthesis of α-methylenecyclopentenones via a Diels–Alder/retro-Diels–Alder protocol
Weerachai Phutdhawong Gedsirin Eksinitkun Stephen G. Pyne Anthony C. Willis Waya S. Phutdhawong 《Tetrahedron》2013
A new procedure for the stereoselective synthesis of cross-conjugated dienones is reported. This method makes use of the Diels–Alder adduct of anthracene and dimethyl fumarate, a precursor to a spirocyclopent-2-enone anthracene adduct as the key intermediate. The addition of propyllithium or octyllithium to the key intermediate followed by a retro-Diels–Alder reaction furnished α-methylenecyclopentenones bearing a γ-propyl or γ-octyl side chain, respectively, in moderate yields and as single geometric isomers. 相似文献
10.
Phutdhawong W Kawaree R Sanjaiya S Sengpracha W Buddhasukh D 《Molecules (Basel, Switzerland)》2007,12(4):868-877
Microwave-assisted hydrodistillation was used to isolate an essential oil from the leaves of Cinnamomum iners Reinw. ex Bl., and the results compared with those obtained by conventional hydrodistillation. The composition of the oil from both methods was found to be similar, and (-)-linalool was found as the main component (30-50%). The antioxidant activity of the essential oil obtained by both methods was evaluated using DPPH, ABTS, FRAP and lipid peroxidation methods, all of which indicated the same but insignificant activity. 相似文献