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Cynanchum auriculatum Royle ex Wight. (CA), Cynanchum bungei Decne. (CB) and Cynanchum wilfordii (Maxim.) Hemsl. (CW) are three close species belonging to the Asclepiadaceous family, and their dry roots as the bioactive part have been revealed to exhibit anti-tumor, neuroprotection, organ protection, reducing liver lipid and blood lipid, immunomodulatory, anti-inflammatory, and other activities. Until 2021, phytochemistry investigations have uncovered 232 compounds isolated from three species, which could be classified into C21-steroids, acetophenones, terpenoids, and alkaloids. In this review, the morphology characteristics, species identification, and the relationship of botany, extraction, and the separation of chemical constituents, along with the molecular mechanism and pharmacokinetics of bioactive constituents of three species, are summarized for the first time, and their phytochemistry, pharmacology, and clinical safety are also updated. Moreover, the direction and limitation of current research on three species is also discussed.

Abstract Cynanchum auriculatum Royle ex Wight (CA) is experiencing challenges with continuous cropping obstacle (CCO) due to soil-borne fungal pathogens. The leaf litter from CA is regularly incorporated into the soil after root harvesting, but the impact of this practice on pathogen outbreaks remains uncertain. In this study, a fungal strain D1, identified as Fusarium solani, was isolated and confirmed as a potential factor in CCO. Both leave extract (LE) and root extract (RE) were found to inhibit seed germination and the activities of plant defense-related enzymes. The combinations of extracts and D1 exacerbated these negative effects. Beyond promoting the proliferation of D1 in soil, the extracts also enhanced the hypha weight, spore number, and spore germination rate of D1. Compared to RE, LE exhibited a greater degree of promotion in the activities of pathogenesis-related enzymes in D1. Additionally, caffeic acid and ferulic acid were identified as potential active compounds. LE, particularly in combination with D1, induced a shift in the composition of fungal communities rather than bacterial communities. These findings indicate that the water extract of leaf litter stimulated the growth and proliferation of fungal strain D1, thereby augmenting its pathogenicity toward CA and ultimately contributing to the CCO process. Water extract of leaf litter stimulated the growth and proliferation of fungal strain D1, thereby augmenting its pathogenicity toward CA and ultimately contributing to the CCO process.

A new phenolic compound, 2-O-β-laminaribiosyl-4-hydroxyacetophenone (1), was isolated from Cynanchi Wilfordii Radix (CWR, the root of Cynanchum wilfordii Hemsley), along with 10 known aromatic compounds, including cynandione A (2), bungeisides-C (7) and –D (8), p-hydroxyacetophenone (9), 2′,5′-dihydroxyacetophenone (10), and 2′,4′-dihydroxyacetophenone (11). The structure of the new compound (1) was elucidated using spectroscopic methods and chemical methods. The structure of cynandione A (2), including a linkage mode of the biphenyl parts that remained uncertain, was unambiguously confirmed using the 2D 13C–13C incredible natural abundance double quantum transfer experiment (INADEQUATE) spectrum. Additionally, health issues related to the use of Cynanchi Auriculati Radix (CAR, the root of Cynanchum auriculatum Royle ex Wight) instead of CWR have emerged. Therefore, constituents present in methanolic extracts of commercially available CWRs and CARs were examined using UV-sensitive high-performance liquid chromatography (HPLC), resulting in common detection of three major peaks ascribed to cynandione A (2), p-hydroxyacetophenone (9), and 2′,4′-dihydroxyacetophenone (11). Thus, to distinguish between these ingredients, a thin-layer chromatography (TLC) method, combined with only UV irradiation detection, focusing on wilfosides C1N (12) and K1N (13) as marker compounds characteristic of CAR, was performed. Furthermore, we propose this method as a simple and convenient strategy for the preliminary distinction of CWR and CAR to ensure the quality and safety of their crude drugs.

Baishouwu (Cynanchum auriculatum), a medicinal and food dual-use plant, has been cultivated for centuries and is favored by consumers. C. auriculatum tuberous roots contain enormous amounts of flavonoids, lignin, and other nutrients. However, the developmental characteristics and phenylpropanoid metabolic mechanism in C. auriculatum have not been clarified. Here, the phenotypes of C. auriculatum tuberous roots at three stages of developmental were observed, compared with root forming stage (S1), there were significant morphological differences at root expanding stage (S2) and harvest stage (S3). Through next-generation sequencing (NGS) on Illumina HiSeq2500 platform, nine transcriptomic libraries were constructed for transcriptomic analysis. A total of 28,926 DEGs were identified during the development of C. auriculatum tuberous root, and many DEGs were enriched in GO terms/ KEGG pathways of ‘phytohormone signal transduction’ and ‘phenylpropanoid biosynthesis’. The analysis of phytohormone content and gene expression revealed that auxin and cytokinin acted in concert to regulate C. auriculatum tuberous root development, while the biosynthesis and signaling of ethylene were inhibited. Phloroglucinol staining results showed that lignified cells were mainly distributed in the central xylem at S1, followed by ring-like structure formation at S2, and finally formed the connecting rays between the xylem and the phloem at S3. Lignin content increased at S2 and then decreased at S3, and the expression of lignin synthesis genes also presented a similar trend. Total flavonoids content showed a gradually increasing trend, and the expression of flavonoid synthesis genes was also gradually up-regulated. The flavonoid synthesis pathway was enhanced by reducing the activity of key enzymes in lignin synthesis in C. auriculatum. This study provided a basis for the developmental mechanism of C. auriculatum and the further utilization of C. auriculatum tuberous roots.

Introduction: Cynanchum auriculatum (CA) is usually used to treat digestive disorders, such as anorexia, enteritis, dysentery, and indigestion. Functional dyspepsia (FD) is characterized by a group of symptoms associated with the gastroduodenal region. Recent pharmacological studies have demonstrated the efficacy of CA for treating FD. However, the pharmacokinetics (PK) and tissue distribution of CA in physiological and FD states is still unclear. The present study aimed to clarify the differences in PK parameters and tissue distribution of the four major active components of CA (baishouwu benzophenone, deacylmet-aplexigenin, qingyangshengenin, and syringic acid) under both physiological and FD states. Methods: For this, normal and FD rats were orally administered 10 mg/kg CA extract. Then, plasma and tissue (heart, liver, spleen, lung, kidney, brain, stomach, and small intestine) samples were obtained. The four active components of CA in rat plasma and tissues were quantified by developing and validating a fast and reliable ultra–high–performance liquid chromatography–mass spectrometry method. Results: The area under the plasma concentration–time curve from time zero to time t (AUC 0-t ) of baishouwu benzophenone was significantly lower in the FD group than in the normal group ( p < 0.01). The FD group had significantly lower ( p < 0.001) apparent volume of distribution and plasma clearance of qing-yangshengenin and significantly higher ( p < 0.05) AUC 0-t of deacylmetaplexigenin and qingyangshengenin. The four active components were rapidly distributed into various tissues, and the main target organs of CA activity were the stomach and small intestine. In addition, baishouwu benzophenone, deacylmetaplexigenin, and qingyangshengenin could cross the blood-brain barrier, indicating that the brain may be another target organ in the treatment of FD. Discussion: These results indicate that the pathological state of FD alters the PK behavior and tissue distribution characteristics of baishouwu benzophenone, deacylmetaplexigenin, qingyangshengenin, and syringic acid in the CA extract, providing an experimental basis for the role of CA in FD treatment.

The tuber of Cynanchum wilfordii (Baekshuoh Radix in Korean) is an important medicinal herb in Korea and China; however, it is difficult to differentiate C. wilfordii from a related medicinal herb, C. auriculatum (Baishouwu Radix in Chinese). We sought to develop a molecular method that could be used to distinguish between the tubers of C. wilfordii and C. auriculatum. We aligned the chloroplast genome sequences (available in the NCBI database) of the two species and identified three species-specific insertion and deletion (InDel) sites in the trnQ-psbK, rps2-rpoC2, and psaJ-rpl33 intergenic spacer (IGS) regions. To confirm the presence of these three InDels and validate their use as markers, we designed three primer pairs to amplify the trnQ-psbK, rps2-rpoC2, and psaJ-rpl33 IGS regions. Polymerase chain reaction (PCR) amplification of the trnQ-psbK IGS region yielded a 249 bp fragment for C. wilfordii, and 419 bp fragment for C. auriculatum, whereas the rps2-rpoC2 IGS primers produced a 629 bp fragment from C. wilfordii and a 282 bp fragment from C. auriculatum. In the psaJ-rpl33 IGS region, allele fragments of 342 and 360 bp in length were amplified from C. wilfordii, whereas 249 and 250 bp fragment were amplified from C. auriculatum. We propose these three InDel markers as a valuable, simple, and efficient tool for identifying these medicinal herbs and will thus reduce adulteration of these herbal materials in commercial markets.

Cynanchum auriculatum is a traditional herbal medicine in China and can grow in saline soils. However, little is known in relation to the underlying molecular mechanisms. In the present study, C. auriculatum seedlings were exposed to 3.75‰ and 7.5‰ salinity. Next, transcriptome profiles of leaves were compared. Transcriptome sequencing showed 35,593 and 58,046 differentially expressed genes (DEGs) in treatments with 3.75‰ and 7.5‰, compared with the control, respectively. Kyoto Encyclopedia of Genes and Genomes (KEGG) analyses of these DEGs enriched various defense-related biological pathways, including ROS scavenging, ion transportation, lipid metabolism and plant hormone signaling. Further analyses suggested that C. auriculatum up-regulated Na + /H + exchanger and V-type proton ATPase to avoid accumulation of Na + . The flavonoid and phenylpropanoids biosynthesis pathways were activated, which might increase antioxidant capacity in response to saline stress. The auxin and ethylene signaling pathways were upregulated in response to saline treatments, both of which are important plant hormones. Overall, these results raised new insights to further investigate molecular mechanisms underlying resistance of C. auriculatum to saline stress.

The antitumor effects of caudatin have been explored in multiple cancers, but the research on lung cancer has not been fully understood. We explored the effects of caudatin on non-small cell lung cancer (NSCLC) in vitro and in vivo. In the in vitro experiments, 0, 25, 50 and 100 μM of caudatin were selected to examine the effects on stemness and glycolysis. Subcutaneous tumour xenografts were constructed by injecting the nude mice (BALB/C) with 5 × 10 6 H1299 cells. In the in vivo experiments, all nude mice were divided into the caudatin group (50 mg/kg/day, n = 5) and the sham group (equal amount of DMSO, n = 5). The IC 50 of caudatin for H1299 and H520 cells was 44.68 μM and 69.37 μM, respectively. Compared with caudatin 0 μM group, cell apoptosis rate was increased about 10 times and cell stemness was decreased by 75-85% in caudatin 100 μM group. Glucose uptake (65-80% reduction), lactic acid production (75-80% reduction), ATP level (70-80% reduction) and the expression of HK2 and LDHA (75-85% reduction) were decreased in caudatin 100 μM group. The expression of Raf/MEK/ERK pathway related proteins was decreased to 20-25% by caudatin. Tumour weight (about 70% reduction) and the expression of stemness, glycolysis and Raf/MEK/ERK pathway related proteins (about 50-75% reduction) were suppressed by caudatin in vivo. We revealed that caudatin blocked stemness and glycolysis in NSCLC for the first time. More experiments about exact dosage of caudatin in vivo should be conducted.

A new C 21 -steroidal cynansteroid O ( 1 ), together with one new natural product 20-hydroxylateqingyangshengenin ( 2 ), and three known compounds ( 3 – 5 ) were isolated from the roots of Cynanchum auriculatum. The chemical structures were elucidated by analyses of physio-chemical properties and spectral data and compared with the published data with given references. Compounds 1–3 were isolated for the first time from the roots of C. auriculatum .

Cynanchum auriculatum, an early food-medicine homologous plant native to Asia, possesses significant nutritional and health benefits. However, the presence of cadmium (Cd) in the soil poses a hazard to the germination and growth of C. auriculatum. As nitric oxide (NO) plays a vital role in plant resistance to heavy metal stress, we used three different concentrations of SNP treatment during the germination phase, aiming to alleviate the inhibitory effects of Cd stress on the seed germination of C. auriculatum. The results indicated that when compared to seeds treated with SNP concentrations of 0.2 mM and 0.8 mM, C. auriculatum seeds treated with 0.4 mM SNP exhibited an improved germination rate and germination index, as well as longer hypocotyl. Furthermore, in comparison to NOS-like, the SNP application stimulated the production of endogenous NO through NR catalysis. Additional investigations showed that the ABA level decreased while the GA level increased under normal conditions, while the SNP application enhanced the accumulation of both ABA and GA in C. auriculatum seeds under Cd stress. Histochemical staining and biochemical indicators demonstrated that SNP treatment enhanced the enzymatic activity of SOD, POD, and CAT, while inhibiting the production of hydrogen peroxide and superoxide anion. Moreover, SNP treatment resulted in increased α-amylase activity, which facilitated starch hydrolysis and the generation of soluble sugar. Ultimately, the seed vitality of C. auriculatum under Cd stress was promoted. Our findings present a theoretical framework for the application of SNP in the seed germination mechanism of C. auriculatum and establish the groundwork for comprehending the physiological role of NO under Cd stress.