Indonesian Medicinal Plants. VIII. Chemical Structures of Three New Triterpenoids, Bruceajavanin A, Dihydrobruceajavanin A, and Bruceajavanin B, and a New Alkaloidal Glycoside, Bruceacanthinoside, from the Stems of Brucea javanica (Simaroubaceae).

Kitagawa, Isao; Mahmud, Taifo; Simanjuntak, Partomuan; Hori, Kazuyuki; Uji, Tahan; Shibuya, Hitoshi

doi:10.1248/cpb.42.1416

Cited by 45 publications

(24 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…In the 1 H NMR spectroscopic data of 1, the seven methyls at δ 1.15 (3H, s, 18-CH 3 ), 1.34 (3H, s, 19-CH 3 ), 1.24 (3H, s, 26-CH 3 ), 1.27 (3H, s, 27-CH 3 ), 1.09 (3H, s, 28-CH 3 ), 1.07 (3H, s, 29-CH 3 ), and 1.21 (3H, s, 30-CH 3 ) in the high field indicated that this compound could be triterpenoid. Further analysis of the 1 H and 13 C NMR spectra of 1 showed a quite similar pattern with those of a known triterpenoid, bruceajavanin B (Kitagawa et al, 1994), except for the presence of two additional oxygen-bearing signals at δ 4.41 (1H, m, J = 3.0 Hz, H-11), δ 67.4 (C-11) and 73.9 (C-25).…”

Section: Resultsmentioning

confidence: 70%

“…(Simaroubaceae) is an evergreen shrub distributed from southeast Asia to northern Australia. This herbal medicinal plant, called 'Yadanzi' in China, which distributed in south of China (mainly Guangxi and Guangdong Provinces), shows anti-malaria (Kitagawa et al, 1994), anti-tumor (Lau et al, 2005), and anti-gastric ulcer (Xue et al, 1996) activities. Previous phytochemical studies on B. javanica mianly focused on the fruits and seeds.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

A new triterpenoid from Brucea javanica

Liu

Qin²,

Jin

et al. 2009

Arch. Pharm. Res.

View full text Add to dashboard Cite

A new triterpenoid, bruceajavanin C (1), together with bruceosides A and B (2 and 3), bruceines D and E (4 and 5), yadanziosides A and G (6 and 7), (20R)-O-(3)-alpha-L-arabinopyranosylpregn-5-ene-3beta,20-diol (8), and alpha-D-glucopyranoside, (3beta, 20R)-3-hydroxypregn-5-en-20-yl (9) were isolated from the aerial parts of Brucea javanica. The structure of 1 was elucidated on the basis of 2D-NMR spectroscopic analysis. In addition, compounds 1, 3, 4, 5, and 6 exhibited mild inhibitory effect on NO production in LPS-stimulated RAW264.7 cells.

show abstract

Section: Resultsmentioning

confidence: 70%

Section: Introductionmentioning

confidence: 99%

A new triterpenoid from Brucea javanica

Liu

Qin²,

Jin

et al. 2009

Arch. Pharm. Res.

View full text Add to dashboard Cite

show abstract

“…For instance, bruceoside A has good efficacy in leukemia and brusatol amarissima exert significant anti-inflammatory activity. 12 The quassinoids contain bruceine A, B, C, D, E, F, G, H, and I (Figure 2), 13,14 brusatol A, 15 dihydrobrusatol B, 16 bruceoside A, B, C, D, E, F, G, I, J, K, L, P, and S (Figure 3), [17][18][19][20][21][22][23] brusatol amarissima E2-glucosidase, 13 brusatol ketoacid, and bruceen.…”

Section: Chemical Ingredientsmentioning

confidence: 99%

Chemical components, pharmacological properties, and nanoparticulate delivery systems of Brucea javanica

Chen

Chen²,

Wang³

et al. 2013

IJN

View full text Add to dashboard Cite

Brucea javanica has demonstrated a variety of antitumoral, antimalarial, and anti-inflammatory properties. As a Chinese herbal medicine, Brucea javanica is mainly used in the treatment of lung and gastrointestinal cancers. Pharmacological research has identified the main antitumor components are tetracyclic triterpene quassinoids. However, most of these active components have poor water solubility and low bioavailability, which greatly limit their clinical application. Nanoparticulate delivery systems are urgently needed to improve the bioavailability of Brucea javanica. This paper mainly focuses on the chemical components in Brucea javanica and its pharmacological properties and nanoparticulate formulations, in an attempt to encourage further research on its active components and nanoparticulate drug delivery systems to expand its clinical applications. It is expected to improve the level of pharmaceutical research and provide a strong scientific foundation for further study on the medicinal properties of this plant.

show abstract

“…Compounds from Brucea javanica exhibited various biological activities such as antimalarial (O'Neill et al, 1987), amoebicidal (Wright et al, 1988) cytotoxic and antileukemic (Lee et al, 1979(Lee et al, , 1984Cassady and Suffness, 1980;Sakaki et al, 1986;Anderson et al, 1991;Fukamiya et al, 1992;Luyengi et al, 1996;Su et al, 2002;Kim et al, 2004), anti-protozoan (Sawangjaroen and Sawangjaroen, 2005), anti-HIV (Okano et al, 1996), anti-inflammatory (Hall et al, 1983) and antibabesial (Subeki et al, 2007) effects. Chemical constituents reported from Brucea javanica included quassinoids (Polonsky et al, 1980;Kim et al, 2003Kim et al, , 2004, quassinoid glycosides (Lee et al, 1979;Sakaki et al, 1986;Fukamiya et al, 1992), apotirucallane-type triterpenoids, lignan (Luyengi et al, 1996), alkaloids (Liu et al, 1990) and alkaloid glycoside (Kitagawa et al, 1994). Locally, this plant is known as "lada pahit" due to it's bitter taste.…”

Section: Introductionmentioning

confidence: 99%