Chemical profile and biological activities of Lysiphyllum binatum (Blanco) de Wit.

Lysiphyllum binatum (Blanco) de Wit in the Fabaceae family, despite its traditional medicinal uses, has not been the subject of prior scientific inquiry into its chemical and biological profile. The dichloromethane and MeOH extracts of its roots exhibited notably similar antioxidant activity, while the dichloromethane extract of the vine stems showed aromatase inhibition. This study aimed to identify the bioactive components responsible for these activities.

Kaemtakols A-D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis.

Four highly oxidized pimarane diterpenoids were isolated from Kaempferia takensis rhizomes. Kaemtakols A-C possess a tetracyclic ring with either a fused tetrahydropyran or tetrahydrofuran motif. Kaemtakol D has an unusual rearranged A/B ring spiro-bridged pimarane framework with a C-10 spirocyclic junction and an adjacent 1-methyltricyclo[3.

Phukettosides A-E, mono- and bis-iridoid glycosides, from the leaves of Morinda umbellata L.

Four undescribed bis-iridoid glycosides, named phukettosides A-D, and one iridoid glycoside, referred to as phukettoside E, were isolated and fully characterized from the leaves of Morinda umbellata L. Phytochemical analysis also revealed the presence of eight known compounds. The structures were determined through extensive analysis of 1D and 2D-NMR spectroscopic and HRMS spectral data, and the absolute configurations of the isolates were deduced through ECD calculations.

Acetogenins from the stems of Uvaria micrantha showing antiproliferative effects on HepG2 liver cancer cells.

Five mono-tetrahydrofuran acetogenins: uvamicranins A-E and three known mono-tetrahydrofuran acetogenins; reticulatacin, calamistrin A, and uvarigrin, were isolated from the stems of Uvaria micrantha (Annonaceae). Their structures were elucidated by 2D NMR and high-resolution mass spectral analysis. The absolute configurations of uvamicranins A and B were determined by modified Mosher's method.

Ent-abietane diterpenoid lactone glycosides and a phenolic glycoside from Phlogacanthus pulcherrimus T. Anderson with cytotoxic and cancer chemopreventive activities.

Nine undescribed ent-abietane diterpenoid lactone glycosides, pulcherrimosides A-I, and a phenolic glycoside, phlogoside A, together with ten known compounds were isolated from the aerial parts of Phlogacanthus pulcherrimus T. Anderson. Their structures were established through spectral methods, especially 2D NMR and HRESIMS analyses, and by acid hydrolysis.

Atalantiaphyllines A-G, prenylated acridones from Atalantia monophylla DC. and their aromatase inhibition and cytotoxic activities.

Seven previously undescribed acridones, named atalantiaphyllines A-G, along with twenty-six known compounds were isolated from the dichloromethane extracts of roots and stems of Atalantia monophylla DC. Their structures were elucidated by analysis of extensive NMR and HRMS data. Aromatase inhibition, cytotoxicity against MOLT-3, HepG2, A549 and HuCCA-1 cell lines and DPPH radical scavenging activity of these compounds were evaluated.

Uvarmicranones A and B, two new benzoquinones and cytotoxic constituents from the stems of (A. DC.) Hook. f. & Thomson.

Two novel benzoquinones, uvarmicranones A () and B (), along with 15 known compounds (-) were isolated from the stems of (Annonaceae). Their structures were elucidated by analyses of NMR and high-resolution mass data. A plausible biosynthetic pathway of uvarmicranone A () Diels-Alder cycloaddition reaction was also proposed.

Cytotoxic Sesterterpenes from Thai Marine Sponge Hyrtios erectus.

Four sesterterpenes, erectusolides B, C, D, and seco-manoalide-25-methyl ether, two 2-furanone derivatives, erectusfuranones A and B, together with thirteen known sesterterpenes, (6)-neomanoalide-24-acetate, two diastereomers of 24--methylmanoalide, luffariolide B, manoalide, (6)- and (6)-neomanoalide, seco-manoalide, scalarafuran, 12-acetylscalarolide, 12-epi--deacetyl-19-deoxyscalarin, 12-epi-scalarin, and 12--deacetyl-12-epi-scalarin, three indole alkaloids, 5-hydroxy-1-indole-3-carbaldehyde, hyrtiosine A, and variabine B, and one norterpene, cavernosine were isolated from the marine sponge . Their structures were determined by means of spectroscopic methods and the absolute configurations of the asymmetric centers were determined using the modified Mosher's method. The cytotoxic activities for the isolated compounds have been reported.

Ailanthusins A-G and nor-lupane triterpenoids from Ailanthus triphysa.

Bioactivity-guided chemical investigation of the CHCl and CHClMeOH extracts of the stem and stem bark material of Ailanthus tryphysa (Simaroubaceae) led to the isolation of five cycloapotirucallanes, ailanthusins A-E, two malabaricanes, ailanthusins F-G, and one nor-lupane triterpenoid, 29-nor-lup-1-ene-3,20-dione along with twenty known compounds. Their structures were elucidated through the application of extensive spectroscopic methods, and the structure of ailanthusin A was further confirmed by single crystal X-ray analysis. Several malabaricane derivatives were prepared from malabaricol and, together with some of the isolates, were evaluated for their cytotoxic activities against human cancer and normal cell lines.

Polyoxygenated ursane and oleanane triterpenes from Siphonodon celastrineus.

Twenty polyoxygenated triterpenes, including nineteen ursanes and one oleanane, were characterized from the stem material of Siphonodon celastrineus (Celastraceae) through the application of spectroscopic techniques and chemical transformation. Three of the ursane-type triterpenoids possessed the rare 13,27-cyclopropane ring skeleton.

Cytotoxic Steroidal Glycosides from the Whole Plant of Calamus acanthophyllus.

A new steroidal glycoside, callaphylloside (1), together with seven known glycosides (2-8), was isolated from the whole plant of Calamus acanthophyllus. The structure of the new compound was elucidated by spectral data analyses and chemical transformations. Compounds 5 and 8 exhibited strong cytotoxic activity against four cancer cell lines (0.

Terpenoids from the roots of Drypetes hoaensis and their cytotoxic activities.

Seven terpenoids consisting of five sesquiterpenoids, hoaensieremone, hoaensieremodione, hoaensifuranonal, hoaensieudesone, and hoaensibenzofuranal, and two friedelane triterpenoids, 3α-(E)-p-coumaroyloxyfriedelan-7-one and 3α-(E)-caffeoyloxyfriedelan-7-one were isolated from the dichloromethane extract of the roots of Drypetes hoaensis. Additionally, twelve known compounds and vanillin were isolated. Their structures were established on the basis of spectroscopic analysis, as well as by comparison with literature data.

Lupane, friedelane, oleanane, and ursane triterpenes from the stem of Siphonodon celastrineus Griff.

Twenty-one triterpenes consisting of a lupane derivative, two friedelanes, an oleanane derivative, and 17 ursane-type triterpenoids, together with three known triterpenes, three sterols, a fatty acid, a sesquiterpene alkaloid, and a glycerol derivative, were isolated from the stem of Siphonodon celastrineus. Their structures were characterized by various spectroscopic techniques, as well as comparison with literature data. Twenty-seven metabolites of these were evaluated for cytotoxic activity against six human cancer cell lines.

5-formylfurfuryl esters from Duabanga grandiflora.

5-Formylfurfuryl esters, duabanganals A-D, together with sixteen known compounds, a known 5-formylfurfuryl ester, latifolinal, eight pentacyclic triterpenes, a benzofuran derivative, an ellagic acid derivative, vanillin, β-sitosterol, β-sitosterol glucoside, 3-hydroxy-4-methoxycinnamaldehyde, and 5-formylfurfurol, were isolated from the stem bark of Duabanga grandiflora. The structures of these compounds were elucidated on the basis of spectroscopic analysis. Several of these metabolites were evaluated for cytotoxic activities against six cancer cell lines.

Bioactive scalaranes from the Thai sponge Hyrtios gumminae.

Chemical investigation of the Thai sponge Hyrtios gumminae collected from Similan Island in the Andaman Sea, Thailand, yielded four new sesterterpenoids, similan A (1), 12beta,20-dihydroxy-16beta-acetoxy-17-scalaren-19,20-olide (2), 12beta-acetoxy-20-hydroxy-17-scalaren-19,20-olide (3), and 12beta,16alpha,20-trihydroxy-17-scalaren-19,20-olide (4), together with seven known compounds. The structures of these new compounds were elucidated on the basis of their spectroscopic data and chemical transformations. Some of the isolated compounds were tested for their cytotoxic activity.

Diterpenoids from the roots of Croton oblongifolius.

Two new clerodane diterpenes, methyl 15,16-epoxy-3,13(16),14- ENT-clerodatrien-18,19-olide-17-carboxylate ( 1) and dimethyl 15,16-epoxy-12-oxo-3,13(16),14- ENT-clerodatriene-17,18-dicarboxylate ( 2), together with seven known compounds ( 3 - 9), were isolated from the roots of Croton oblongifolius. The isolated compounds showed only mild cytotoxic activity against HuCCA-1, KB, HeLa, MDA-MB231, and T47D cell lines with IC (50) values ranging from 10 to 50 microg/mL.

COX-1, COX-2 inhibitors and antifungal agents from Croton hutchinsonianus.

Two new compounds, 3'-(4''-hydroxy-3'',5''-dimethoxyphenyl)-propyl benzoate (1) and 3'-(4''-hydroxyphenyl)-propyl benzoate (3) together with known compounds, 3'-(4''-hydroxy-3''-methoxyphenyl)-propyl benzoate (2), poilaneic acid (4), farnesyl acetone (5) and 4-hydroxybenzaldehyde (6) were isolated and identified from the branches of Croton hutchinsonianus. Their structures were determined by spectroscopic methods. The three phenylpropyl benzoates (1-3) were found to exhibit antifungal activity against Candida albicans (IC(50) 5.

Anti-metastatic effects of aqueous extract of Helixanthera parasitica.

Metastasis, the spread of cancer in body, is a major cause of death. We have screened anti-metastatic activity of aqueous and dichloromethane extracts of several not previously studied Thai herbs, using an in vitro invasion test. This involves the in vitro invasion of HCC-S102, a hepatocellular carcinoma cell line derived from a Thai patient, through a reconstituted-basement membrane (Matrigel).

Mammea coumarins from the flowers of Mammea siamensis.

Four new mammea coumarins, mammea E/BA cyclo D (1), mammea E/BC cyclo D (2), mammea E/BD cyclo D (3), and mammea E/AC cyclo D (4), were isolated from the flowers of Mammea siamensis, along with six known coumarins. Extensive 1D and 2D NMR experiments and other spectroscopic studies, as well as chemical transformations, were employed to determine the structures of 1-4.