Antitussive effects of Stemona tuberosa with different chemical profiles

Xu, Yan‐Tong; Hon, Po‐Ming; Jiang, Ren‐Wang; Cheng, Ling; Li, Shenghong; Chan, Yiu-Pong; Xu, Hong‐Xi; Shaw, Pang‐Chui; But, Paul Pui‐Hay

doi:10.1016/j.jep.2006.04.022

Cited by 51 publications

(32 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Both in vitro and in vivo pharmacological studies showed that Stemona alkaloids are major bioactive components that contributed to the insecticidal (Brem et Jiwajinda et al, 2001;Kaltenegger et al, 2003;Mungkornasawakul et al, 2004;Sakata et al, 1978) and antitussive (Chun et al, 2003;Lin et al, 2006;Xu et al, 2006) actions of Radix Stemonae. For example, didehydrostemofoline, a protostemonine-type alkaloid from S. collinsa, was found to have high insect toxicity with an LC 50 value as low as 0.8 ppm, which was significantly more potent than that of the well-known natural insecticide azadirachtin with an LC 50 8.2 ppm (Brem et al, 2002).…”

Section: Introductionmentioning

confidence: 99%

“…For example, didehydrostemofoline, a protostemonine-type alkaloid from S. collinsa, was found to have high insect toxicity with an LC 50 value as low as 0.8 ppm, which was significantly more potent than that of the well-known natural insecticide azadirachtin with an LC 50 8.2 ppm (Brem et al, 2002). Our laboratory has investigated the chemistry and antitussive activities of Stemona alkaloids (Chun et al, 2003;Jiang et al, 2002Jiang et al, , 2006aXu et al, 2006;Xu, 2006;Zhou et al, 2006), and discovered four chemical types of variations of S. tuberosa, characterized by croomine, stemoninine, neotuberostemonine, or tuberostemonine (Jiang et al, 2006a). Furthermore, the total alkaloid compositions of these four chemotypes of S. tuberosa were found to exhibit different degrees of antitussive properties in the citric acid-induced guinea-pig cough model .…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Quality evaluation of Radix Stemonae through simultaneous quantification of bioactive alkaloids by high‐performance liquid chromatography coupled with diode array and evaporative light scattering detectors

Jiang

Hon

et al. 2007

Biomedical Chromatography

Self Cite

View full text Add to dashboard Cite

A high-performance liquid chromatography coupled with diode array detection and evaporative light scattering detection (HPLC-DAD-ELSD) method was developed to simultaneously quantify six major bioactive alkaloids belonging to different structure types in Radix Stemonae, Bai-Bu in Chinese, a traditionally used antitussive and insecticidal medicinal material in China and other countries of Southeast Asia. Diode array detector (DAD) with the wavelengths at 307 and 260 nm was used to monitor the conjugated system of protostemonine (2) and maistemonine (4), respectively, whereas evaporative light scattering detector (ELSD) was employed to detect croomine (1), stemoninine (3), neotuberostemonine (5) and tuberostemonine (6), the other four analytes with no or poor chromophores. The assay was validated to be sensitive, precise and accurate, with a detection limit of 3.64-0.04 microg/mL depending on the individual analytes. The overall intra- and inter-day variations were less than 9.3%, and the overall recoveries higher than 91.2%, respectively. The correlation coefficients of the calibration curves were better than 0.996 for all analytes. The newly established method was successfully utilized to determine six major components in the genuine sources of Radix Stemonae: Stemona japonica, S. sessilifolia and S. tuberosa. Significant variations of contents of these components were demonstrated in samples of these three species. This simple, rapid, low-cost and reliable method is suitable for the routine quality control of herbal medicines containing bioactive components with different structure types such as Radix Stemonae.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Quality evaluation of Radix Stemonae through simultaneous quantification of bioactive alkaloids by high‐performance liquid chromatography coupled with diode array and evaporative light scattering detectors

Jiang

Hon

et al. 2007

Biomedical Chromatography

Self Cite

View full text Add to dashboard Cite

show abstract

“…Additional effects associated with these plants (or discrete compounds isolated from them) include insecticidal, anthelmintic, antitussive, and various neurochemical actions (11)(12)(13)(14)(15)(16)(17), although the molecular mechanisms responsible for their activities have rarely been identified (18). Four structurally related isolated Stemona alkaloid molecules are depicted in Fig.…”

mentioning

confidence: 99%

Synthesis and receptor profiling ofStemonaalkaloid analogues reveal a potent class of sigma ligands

Frankowski

Setola²,

Evans³

et al. 2011

Proc. Natl. Acad. Sci. U.S.A.

View full text Add to dashboard Cite

Reported biological activities of Stemona natural products, such as antitussive activity, inspired the development of synthetic methods to access several alkaloids within this family and in so doing develop a general route to the core skeleta shared by the class of natural products. The chemistry was subsequently adapted to afford a series of analogue sets bearing simplified, diverse Stemona -inspired skeleta. Over 100 of these analogues were subjected to general G protein-coupled receptor profiling along with the known antitussive compound, neostenine; this led to the identification of hit compounds targeting several receptor types. The particularly rich hit subset for sigma receptors was expanded with two focused library sets, which resulted in the discovery of a fully synthetic, potent chemotype of sigma ligands. This collaborative effort combined the development of synthetic methods with extensive, flexible screening resources and exemplifies the role of natural products in bioactivity mining.

show abstract

“…Extracts of the roots of the Stemona species have been used in traditional medicine to treat the symptoms of bronchitis, pertussis and tuberculosis and as anti-parasitics on humans and animals (Greger, 2006;Kongkiatpaiboon, 2001, Pilli et al, 2010, 2005. More than 190 unique Stemona alkaloids have been isolated, some of these have significant antitussive activity (Chung et al, 2003;Lin et al, 2008aLin et al, , 2008bLin et al, , 2006Xu et al, 2010Xu et al, , 2006Yang et al, 2009;Zhou et al, 2009;), as well as insect toxicity, antifeedant, and repellent activities (Brem et al, 2002;Jiwajinda et al, 2001;Kaltenegger et al, 2003;Kongkiatpaiboon et al, 2013Kongkiatpaiboon et al, , 2012Mungkornasawakul et al, 2009Mungkornasawakul et al, , 2004aPhattharaphan et al, 2010;Sanguanpong and Hummel, 2008;Sakata et al, 1978;Tang et al, 2008). These latter properties are most likely associated with the ability of these alkaloids to inhibit insect acetylcholinesterase (AChE) (Brem et al, 2002;Jiwajinda et al, 2001;Kaltenegger et al, 2003;Kongkiatpaiboon et al, 2013Kongkiatpaiboon et al, , 2012Mungkornasawakul et al, 2009Mungkornasawakul et al, , 2004Phattharaphan et al, 2010;Sanguanpong and Hummel 2008;Sakata et al, 1978;Tang et al, 2008).…”

Section: Introductionmentioning

confidence: 99%

Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities

Ramli

Pudjiastuti

Tjahjandaric

et al. 2015

Phytochemistry Letters

View full text Add to dashboard Cite

. Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities. Phytochemistry Letters, Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities AbstractTwo new protostemonine-type alkaloids, javastemonine A and B (3 and 4) have been isolated from the root extracts of Stemona javanica together with four known Stemona alkaloids, 13-demethoxy-11(S*),12(R*)-dihydroprotostemonine (1), isoprotostemonine (2), protostemonine and isomaistemonine. The structures and relative configurations of the new alkaloids were determined by spectroscopic analysis. The alkaloids 1 and 2 and protostemonine showed moderated antiplasmodial activities against the Plasmodium falciparum strains, TM4 (IC50 values of 17.7 ± 3.7, 16.8 ± 5.4, 16.0 ± 4.2 μg/mL, respectively) and K1 (IC50 values of 16.8 ± 3.1, 14.1 ± 3.7, 11.9 ± 3.3 μg/mL, respectively). These compounds showed no significant cytotoxicities against KB or Vero cells or acetylcholinesterase inhibitory activities. Disciplines Medicine and Health Sciences | Social and Behavioral Sciences Publication DetailsRamli, R., Pudjiastuti, P., Tjahjandaric, T. S., Lie, W., Rattanajak, R., Kamchonwongapaisan, S. & Pyne, S. G. values of 17.7 ± 3.7, 16.8 ± 5.4, 16.0 ± 4.2 µg/mL, respectively) and K1 (IC 50 values of 16.8 ± 3.1, 14.1 ± 3.7, 11.9 ± 3.3 µg/mL, respectively). These compounds showed no significant cytotoxicities against KB or Vero cells or acetylcholinesterase inhibitory activities.2

show abstract

Antitussive effects of Stemona tuberosa with different chemical profiles

Cited by 51 publications

References 10 publications

Quality evaluation of Radix Stemonae through simultaneous quantification of bioactive alkaloids by high‐performance liquid chromatography coupled with diode array and evaporative light scattering detectors

Quality evaluation of Radix Stemonae through simultaneous quantification of bioactive alkaloids by high‐performance liquid chromatography coupled with diode array and evaporative light scattering detectors

Synthesis and receptor profiling ofStemonaalkaloid analogues reveal a potent class of sigma ligands

Alkaloids from the roots of Stemona javanica (Kunth) Engl. (Stemonaceae) and their anti-malarial, acetylcholinesterase inhibitory and cytotoxic activities

Contact Info

Product

Resources

About