Yong-Ming Yan

Phenolic Compounds from Belamcanda chinensis Seeds

Two new sucrose derivatives, namely, belamcanosides A (1) and B (2), together with five other known compounds (3−7), were isolated from the seeds of Belamcanda chinensis (L.) DC. Their structures were identified based on spectroscopic data. Especially, the absolute configurations of fructose and glucose residues in 1 and 2 were assigned by acid hydrolysis, followed by derivatization and gas chromatography (GC) analysis. Among the known compounds, (−)-hopeaphenol (3), (+)-syringaresinol (4), and quercetin (5), were isolated from B. chinensis for the first time. In addition, biological evaluation of 1 and 2 against cholesterol synthesis and metabolism at the gene level was carried out. The results showed that compounds 1 and 2 could regulate the expression of cholesterol synthesis and metabolism-associated genes, including 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR), squalene epoxidase (SQLE), low density lipoprotein receptor (LDLR), and sortilin (SORT1) genes in HepG2 cells.

Two Novel Proline-Containing Catechin Glucoside from Water-Soluble Extract of Codonopsis pilosula

Choushenflavonoids A (1) and B (2), two unusual proline-containing catechin glucosides, were isolated from the roots of Codonopsis pilosula cultivated in a high-altitude location of Yunnan province. Their structures were determined by spectroscopic data and chemical methods. Specifically, the absolute configuration of glucose residue in 1 and 2 was assigned by acid hydrolysis followed by derivatization and gas chromatography (GC) analysis. In addition, biological evaluation of 1 and 2 against Sirtuin 1 (SIRT1) was carried out.

A Novel Flavonoid Glucoside from the Fruits of Lycium ruthenicun

A novel flavonoid glucoside, ruthenicunoid A (1), together with eight known substances, were isolated from the fruits of Lycium ruthenicun Murr. Their structures were elucidated by extensive spectroscopic data and chemical methods. Especially, the absolute configuration of glucose residue in 1 was assigned by acid hydrolysis followed by derivatization and GC analysis. Biological evaluation towards Sirtuin 1 (SIRT1) found that compounds 1 and 2 exhibit inhibitory activity against SIRT1 in a concentration-dependent manner, indicating its potential on SIRT1-associated disorders.

Choushenosides A-C, three dimeric catechin glucosides from Codonopsis pilosula collected in Yunnan province, China.

Choushenosides A-C, three dimeric catechin glucosides, were isolated from the roots of Codonopsis pilosula cultivated at high elevations in Yunnan province of the Peoples Republic of China. The structures of these substances were determined by using spectroscopic and chemical methods. Biological evaluation showed that choushenoside C is a dose-dependent inhibitor of SIRT1.

Commiphoratones A and B, Two Sesquiterpene Dimers from Resina Commiphora

Two sesquiterpene dimers, commiphoratones A (1) and B (2), were isolated from Resina Commiphora. Their structures were elucidated by spectroscopic, computational, and crystallographic methods. Compounds 1 and 2 represent an unusual pattern of dimerization between two types of sesquiterpenes. Moreover, compound 1 has a saddle shape. The plausible biosynthetic pathway for 1 and 2 is presented. Bioassay showed that 1 and 2 significantly block lipid metabolism in a concentration-dependent manner.

Belamchinanes A–D from Belamcanda chinensis: Triterpenoids with an Unprecedented Carbon Skeleton and Their Activity against Age-Related Renal Fibrosis

Belamchinanes A-D (1-4), four triterpenoids with an unprecedented skeleton, were isolated from the seeds of Belamcanda chinensis and fully characterized. The structures of belamchinanes feature a 4/6/6/6/5 polycyclic system in which a four-membered carbocyclic ring bridges the C-1 and C-11 positions of a classical triterpenoid framework. A plausible pathway for the biosynthesis of 1-4 is proposed. Biological studies reveal that 1-4 dose-dependently protect age-related renal fibrosis in vitro .

Cytotoxic and N-Acetyltransferase Inhibitory Meroterpenoids from Ganoderma cochlear

Seven compounds, including two pairs of new meroterpenoids, (+)- and (−)-gancochlearol C (1), (+)- and (−)-cochlearoid Q (3), and a new meroterpenoid gancochlearol D (2), together with four known meroterpenoids were isolated from the aqueous EtOH extract of the fruiting bodies of Ganoderma cochlear. Their structures were determined by spectroscopic data. The isolated compounds were evaluated for their cytotoxic activity against three human lung cancer cells (H1975, PC9, A549) and N-acetyltransferase inhibitory property. The results show that (+)-gancochlearol C could inhibit N-acetyltransferase with an IC50 value of 5.29 μM. In addition, ganomycin F was found to show moderate activity against the H1975 human lung cancer cell line, with an IC50 value of 19.47 μM.

Two New Triterpenoids from the Roots of Codonopsis pilosula

Pseudolarolides U and V, two new triterpenoids, and four biogenetically related compounds, pseudolarolides E, F, K, and P were isolated from the roots of Codonopsis pilosula (Campanulaceae). Their structures were determined by spectroscopic data. The regulation of Sirtuin 1 (SIRT1) activity by all the isolated compounds was evaluated.

Characterization of Sesquiterpene Dimers from Resina Commiphora That Promote Adipose-Derived Stem Cell Proliferation and Differentiation

The new sesquiterpene dimers commiphoroids A-D (1-4) were isolated from Resina Commiphora, and their structures were assigned by spectroscopic methods and X-ray diffraction analysis. Compounds 1 and 2 are stereoisomers of putative [2 + 4]-cycloaddition reactions, and 3 is a trinorsesquiterpene dimer containing a 6/6/5/6/6/6 hexacyclic framework, while 4 possesses a 8-oxabicyclo[3.2.1]oct-6-ene skeletal core. Plausible biosynthetic pathways for 1-4 are proposed. Biochemical studies show that compound 1 promotes ca. 60% expression of keratinocyte-specific markers in adipose-derived stem cells at 10 μM.

(±) Cochlearoids N–P: three pairs of phenolic meroterpenoids from the fungus Ganoderma cochlear and their bioactivities

Abstract Three pairs of meroterpenoids (±) cochlearoids N–P (1–3) were isolated from the fruiting bodies of Ganoderma cochlear. Their structures including absolute configurations were assigned by spectroscopic techniques. All the isolated compounds were tested for their inhibitory activities toward BRD4, human cancer cells, and micro-organisms. The results show that the enantiomers of (±)-1 are BRD4 inhibitors, (−)-1 and (+)-3 are cytotoxic against human cancer cells (K562) with IC50 values of 7.68 and 6.68 μM, respectively. Besides compounds (±)-2 and (±)-3 exhibit potent inhibitory activity against Staphylococcus aureus with IC50 values in the range of 5.43–17.99 μM.