Germacrane Sesquiterpene Dilactones from and Their Antibacterial and Cytotoxic Activity.

Four new germacrane sesquiterpene dilactones, 2-hydroxyl-11,13-dihydrodeoxymikanolide (), 3-hydroxyl-11,13-dihydrodeoxymikanolide (), 1,3-dihydroxy-4,9-germacradiene-12,8:15,6-diolide (), and (11,13-dihydrodeoxymikanolide-13-yl)-adenine (), together with five known ones (-) were isolated from the aerial parts of . Their structures were elucidated on the basis of extensive spectroscopic analysis. Compound is featured with an adenine moiety in the molecule, which is the first nitrogen-containing sesquiterpenoid so far isolated from this plant species.

Radical Multicomponent Alkyl Alkynylation of Propellane via Synergistic Photoredox and Copper Catalysis.

Bicyclo[1.1.1]pentanes (BCPs) are important bioisosteres of aryl, butyl groups, and internal alkynes that can impact key physicochemical properties on drug candidates.

Polycyclic Phenol Derivatives from the Leaves of and Their Antibacterial and α-Glucosidase Inhibitory Activity.

Three new polycyclic phenol derivatives, 2-acetyl-4-hydroxy-6H-furo [2,3-g]chromen-6-one (), 2-(1',2'-dihydroxypropan-2'-yl)-4-hydroxy-6H-furo [2,3-g][1]benzopyran-6-one () and 3,8,10-trihydroxy-4,9-dimethoxy-6H-benzo[c]chromen-6-one (), along with seven known ones (-, and ) were isolated for the first time from the leaves of . Their structures were determined by spectroscopic analysis and comparison with literature-reported data. These compounds were tested for their in vitro antibacterial activity against four Gram-(+) bacteria: (), methicillin-resistant (), (), (), and the Gram-(-) bacterium .

Thymol derivatives with antibacterial and cytotoxic activity from the aerial parts of .

Three new thymol derivatives, 7-formyl-9-isobutyryloxy-8-hydroxythymol (1), 7,9-di-isobutyryloxy-8,10-dehydrothymol (2) and 2α-methoxyl-3β-methyl-6-methylol-2,3-dihydrobenzofuran (3), along with five known ones (4-8), were isolated from the aerial parts of the invasive plant . Their structures were elucidated by extensive spectroscopic analysis and they were all isolated from the aerial part of for the first time. These compounds, except 8, selectively showed antimicrobial activity against three Gram-(+) and two Gram-(-) bacterial strains.

Triterpenoids with α-glucosidase inhibitory activity and cytotoxic activity from the leaves of .

Ten pentacyclic triterpenoids including a new multiflorane triterpene acid, 2α,3β,23-trihydroxymultiflor-7-en-28-oic acid (1), and a new lupane triterpene monoglucoside named akebiaoside C (2), were obtained from the leaves of . Their structures were elucidated by extensive spectroscopic analysis, and they were all isolated from the leaves of for the first time. These compounds, except 4 and 5, showed α-glucosidase inhibitory activity much stronger than acarbose.

Anti-MRSA Sesquiterpenes from the Semi-Mangrove Plant A. Gray.

The striking rise of methicillin-resistant (MRSA) infections has become a serious threat to public health worldwide. In an effort to search for new anti-MRSA agents from natural products, a bioassay-guided phytochemical study was conducted on the semi-mangrove plant A. Gray, which led to the isolation of two new sesquiterpene alkaloids ( and ) and six known furanosesquiterpenes (⁻).

Characterization and immunological activity of polysaccharides from Ixeris polycephala.

A water-soluble polysaccharide, named KMCP, was isolated and purified from edible plant Ixeris polycephala by using DEAE-52 cellulose chromatography. Its structure was determined by chemical analysis, methylation analysis, and NMR analysis, coupled with characterization by scanning electron spectroscopy (SEM). The resulting data indicated that KMCP was an arabinogalactan, with an average molecular weight of 1.

Phenolics from Mikania micrantha and Their Antioxidant Activity.

A phytochemical study on the aerial parts of led to the isolation of two new phenolic compounds, benzyl 5--β-d-glucopyranosyl-2,5-dihydroxybenzoate () and (7,8)--dihydroxydehydrodiconiferyl alcohol 9-acetate (), together with twelve known compounds, benzyl 2--β-d-glucopyranosyl-2,6-dihydroxybenzoate (), 4-allyl-2,6-dimethoxyphenol glucoside (), (+)-isolariciresinol (), icariol A₂ (), 9,10-dihydroxythymol (), 8,9,10-trihydroxythymol (), caffeic acid (), -coumaric acid (), ethyl protocatechuate (), procatechuic aldehyde (), 4-hydroxybenzoic acid (), and hydroquinone (). Their structures were elucidated on the basis of extensive spectroscopic analysis. Except and , all the other compounds were isolated from this plant species for the first time.

Two New Thymol Derivatives from the Roots of Ageratina adenophora.

Two new thymol derivatives, 7,9-diisobutyryloxy-8-ethoxythymol () and 7-acetoxy-8-methoxy-9-isobutyryloxythymol (), were isolated from fresh roots of , together with four known compounds, 7,9-di-isobutyryloxy-8-methoxythymol (), 9-oxoageraphorone (), (-)-isochaminic acid () and (1α,6α)-10-hydroxycar-3-ene-2-one (). Their structures were established on the basis of detailed spectroscopic analysis, and they were all isolated from the roots of for the first time. All the compounds were tested for their in vitro antibacterial activity toward three Gram-positive and two Gram-negative bacterial strains.

Two New Pentacyclic Triterpene Saponins from the Leaves of Akebia trifoliata.

Two new pentacyclic triterpene saponins, named akebiaoside K (1) and akebiaoside N (2), were isolated from the leaves of Akebia trifoliata, together with five known triterpenoids 3-7. They were all isolated from the leaves of A. trifoliata for the first time.

[Chemical Constituents from Sphagneticola trilobata].

Objective: To study the chemical constituents of the whole plant of Sphagneticola trilobata.

Methods: The compounds were isolated and purified by column chromatography and their structures were determined by spectroscopic techniques.

Results: Three lignans, two indolics and two phenolic glycosides were isolated from the whole plant of Sphagneticola trilobata and identified as syringaresinol-4-O-β-D-glucopyranoside(1), pinoresinol-4-sulfate(2), pinoresinol-4-O-β-D-glucopyranoside(3), 1H-indole-3-carboxylic acid (4), 1H-indole-3-carbaldehyde(5), 2,6-dimethoxy-4-hydroxyphenol-1-O-β-D-glucopyranoside (6), and 3,5-dimethoxy-4-hydroxyphenol-1-O-β-D-glucopyranoside (7).

[Caffeoylquinic acid derivatives from stems of Akebia trifoliata].

Objective: To study the chemical constituents from Akebia trifoliata stems.

Methods: The compounds were isolated and purified by column chromatography, and their structures were determined through spectroscopic techniques and physicochemical properties.

Results: Six compounds were isolated from the stems of Akebia trifolita and identified as cryptochlorogenic acid methyl ester (1), neochlorogenic acid methyl ester (2), chlorogenic acid methyl ester (3), methyl 3,5-di-O-caffeoyl quinate (4), methyl 3,4-di-O-caffeoyl quinate (5) and methyl 4,5-di-O-caffeoyl quinate (6).

Antibacterial oleanane-type triterpenoids from pericarps of Akebia trifoliata.

Three new oleanane triterpenoids, 2α,3β,29-trihydroxyolean-12-en-28-oic acid (1), 2α,3β-dihydroxy-23-oxo-olean-12-en-28-oic acid (2) and 2α,3β,21β,22α-tetrahydroxyolean-12-en-28,29-dioic acid (3), and ten known ones, maslinic acid (4), arjunolic acid (5), oleanolic acid (6), 3-epi-oleanolic acid (7), stachlic acid A (8), serratagenic acid (9), gypsogenic acid (10), 2α,3β-dihydroxyol-ean-13(18)-en-28-oic acid (11), mesembryanthemoidigenic acid (12) and 12α-hydroxy-δ-lactone (13), were isolated from the pericarps of Akebia trifoliata, a new valued fruit crop in China. Their structures were elucidated on the basis of extensive spectroscopic analysis. Compounds 8, 10, 11 and 13 were isolated for the first time from the genus Akebia.

Bioactive 30-noroleanane triterpenes from the pericarps of Akebia trifoliata.

Two new 30-noroleanane triterpenes, 2α,3β,20α-trihydroxy-30-norolean-12-en-28-oic acid (1), 2α,3β-dihydroxy-23-oxo-30-norolean-12,20(29)-dien-28-oic acid (2), were isolated from the pericarps of Akebia trifoliata, together with four known ones, 3β-akebonoic acid (3), 2α,3β-dihydroxy-30-noroleana-12,20(29)-dien-28-oic acid (4), 3α-akebonoic acid (5) and quinatic acid (6). Their structures were established on the basis of detailed spectroscopic analysis, and they were all isolated from the pericarps of A. trifoliata for the first time.

Bioactive quinic acid derivatives from Ageratina adenophora.

A novel quinic acid derivative, 5-O-trans-o-coumaroylquinic acid methyl ester (1), together with three known ones, chlorogenic acid methyl ester (2), macranthoin F (3) and macranthoin G (4), were isolated from the aerial parts of the invasive plant Ageratina adenophora (Spreng.). The structure of new compound 1 was elucidated on the basis of extensive spectroscopic analysis, including 1D- and 2D-NMR techniques.

Phenolics from Ageratina adenophora roots and their phytotoxic effects on Arabidopsis thaliana seed germination and seedling growth.

A bioassay-directed phytochemical study was conducted to investigate potential allelochemicals in the roots of the invasive plant Ageratina adenophora. Eleven phenolic compounds, including seven new ones, 7-hydroxy-8,9-dehydrothymol 9-O-trans-ferulate (1), 7-hydroxythymol 9-O-trans-ferulate (2), 7,8-dihydroxythymol 9-O-trans-ferulate (3), 7,8-dihydroxythymol 9-O-cis-ferulate (4), methyl (7R)-3-deoxy-4,5-epoxy-D-manno-2-octulosonate 8-O-trans-p-coumarate (5), methyl (7R)-3-deoxy-4,5-epoxy-D-manno-2-octulosonate 8-O-cis-p-coumarate (6), and 3-(2-hydroxyphenyl)propyl methyl malonate (7), were isolated from a bioactive subfraction of the ethanol extract of the roots of A. adenophora.