Dimeric alkaloids of secodine-type from Amsonia tabernaemontana roots

Zsadon, B.; Szilasi, M.; Tamás, J.; Kaposi, P.

doi:10.1016/s0031-9422(00)98651-5

Cited by 12 publications

(9 citation statements)

References 3 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Also the characteristic signals in the 'HNMR are similar to those reported for the wide isomer(trans-) of tetrahydrosecamine [4,5], having the C-16 carbomethoxy group in a-position and the C-16' carbomethoxy group in n-position [4,5]. The alkaloid of molecular weight 622, wasbased on its spectral data -NH e t r oh y d rose cc ml n e concluded to be decarbomethoxytetrahydrosecamine, previously found by Z5ADON et al [6]. On which site the decarbomethoxylation has occurred is, however, not clear.…”

Section: Introductionsupporting

confidence: 82%

“…20G brown: UV (methanol) showed X-max 220, 276 (sh), 282 and 291 nm. MS showed characteristic fragments (70 eV, 120° C) m/z622(M),564(1),51O(1),296(5),183(5)17O(5)l69(5)and l26(lOO%).Inthel2eVMS68O (7),622(l7),564 (6),510(8)and…”

Section: Separation Of the Alkaloidsmentioning

confidence: 99%

“…10,11-dimethoxypicraphylline: UV (methanol) showed X-max at 340 nm. MS showed characteristic fragments (70 eV, 85° C) m/z 443 (6)…”

Section: Separation Of the Alkaloidsmentioning

confidence: 99%

See 2 more Smart Citations

Medicinal Plants of Surinam

Verpoorte¹,

Ruigrok²,

Svendsen³

1982

Planta Med

View full text Add to dashboard Cite

From the stem bark of Aspidosperma rnarcgravianurn WOODSON (Apocynaceae) 7 alkaloids were isolated: 4 secamine-type alkaloidstetrahydrosecamine, decarbomethoxytetrahydrosecamine and two secamine derivatives of unknown structureand 3 monomeric indole alkaloidsdihydrocorynantheol, 10,11-dimethoxypicraphylline and a hydroxydimethoxypicraphylline derivative. The secamine-type alkaloids and dihydrocorynantheol exhibited antimicrobial activity against grampositive bacteria.

show abstract

Section: Introductionsupporting

confidence: 82%

Section: Separation Of the Alkaloidsmentioning

confidence: 99%

See 1 more Smart Citation

Medicinal Plants of Surinam

Verpoorte¹,

Ruigrok²,

Svendsen³

1982

Planta Med

View full text Add to dashboard Cite

show abstract

“…This yielded the antimicrobially active alkaloids tetrahydrosecamine [2,7,8,9,10] (Fig. la), demethoxycarbonyltetrahydrosecamine [2,11] ( Fig. ib), ochrolifuanine A [12,13] (Fig.…”

Section: Resultsmentioning

confidence: 99%

Medicinal Plants of Surinam

Verpoorte¹,

E²,

Tsoi³

et al. 1983

Planta Med

View full text Add to dashboard Cite

From Aspidosperma excelsum, rootbark, which has previously been shown to exhibit antimicrobial activity, 6 antimicrobial active alkaloids were isolated and identified: il-methoxytubotaiwine, ochrolifuanine A, tetrahydrosecamine, 16-demethoxycarbonyltetrahydrosecamine, 16-hydroxytetrahydrosecamine and 1 6-hydroxy, 16-demethoxycarbonyltetrahydrosecamine. The minimum inhibitory concentration was determined for some of the alkaloids, using Bacillus subtilis as test organism. Didemethoxycarbonyltetrahydrosecamine was also shown to exhibit antimicrobial activity. No activity against gram negative bacteria could be found for the alkaloids by means of biograms. The site of demethoxycarbonylation in demethoxycarbonyltetrahydrosecamine was established as C-16. The structures of the two new Secamine type alkaloids, 16-hydroxytetrahydrosecamine and 16-hydroxy, 1 6-demethoxycarbonyltetrahydrosecamine were determined by means of their spectral data. During the isolation of the antimicrobially active alkaloids some inactive alkaloids were also isolated: compactinervine, N-acetylaspidospermidine, 0-dimethylaspidospermine, aricine, yohimbine and 0-acetylyohimbine.

show abstract

“…Rhazinilam (Table 1) was isolated from the leaves of Aspidosperma quebracho-blanco (Benoit et al, 1973) and Vallesia glabra (Zeches et al, 1995). Amsonia elliptica (Sakai et al, 1971) and A. tabernaemontana (Zsadon et al, 1975) roots contained another important alkaloid, tetrahydrosecamine, which has both antimicrobial and anticancer activity. It was isolated from R. stricta, Stemmadenia donnellsmithii and S. galleottiana (Watts et al, 1958).…”

Section: Chemical Constituentsmentioning

confidence: 99%

Phytochemical, pharmacological and ethnobotanical studies of Rhazya stricta Decne.

Gilani

Kikuchi

Shinwari

et al. 2006

Phytotherapy Research

View full text Add to dashboard Cite

Rhazya stricta Decne. is an important medicinal species that is rich in alkaloids containing anticancer alkaloids also. This paper reviews phytochemical, pharmacological and ethnobotanical studies of R. stricta. Phytochemical and pharmacological aspects of the species have been thoroughly explored. Over 100 alkaloids have been isolated from R. stricta, but the pharmacological activities are known for only a few of these compounds. Very few ethnobotanical studies of R. stricta have been done, and there is a particular need for such studies in various regions of South Asia and in Middle Eastern countries where the species grows. These ethnobotanical studies should investigate herbal recipes of R. stricta and their use for curing diseases. The genetic diversity, chemotaxonomy and allelopathy of R. stricta have not yet been explored, and these studies are recommended, with the ultimate goal of benefiting local communities in regions where R. stricta grows. This should be achieved by sharing knowledge and through the manufacture of herbal drugs from R. stricta's active chemical constituents, while protecting intellectual property rights and following the World Health Organization's guidelines for safety and efficacy.

show abstract

Dimeric alkaloids of secodine-type from Amsonia tabernaemontana roots

Cited by 12 publications

References 3 publications

Medicinal Plants of Surinam

Medicinal Plants of Surinam

Medicinal Plants of Surinam

Phytochemical, pharmacological and ethnobotanical studies of Rhazya stricta Decne.

Contact Info

Product

Resources

About