Zizyberanalic acid, A pentacyclic triterpenoid of Zizyphus jujuba

Kundu, Amit; Barik, B. R.; Mondal, D. N.; Dey, Anirban; Banerji, Avijit

doi:10.1016/0031-9422(89)80297-3

Cited by 50 publications

(30 citation statements)

References 3 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Barik, Mondal, Dey & Banerji, 1989). Crystals were grown at room temperature from an ethanol/acetone mixture.…”

Section: Commentmentioning

confidence: 99%

See 1 more Smart Citation

Structure of zizyberannalic acid

Sekar¹,

Parthasarathy²,

Kundu³

et al. 1993

Acta Crystallogr C

View full text Add to dashboard Cite

In the pentacyclic triterpenoid zizyberannalic acid several C--C bonds and C--C--C angles deviate by more than 3or from their expected values. The fivemembered tings A and E are in a distorted envelope conformation. The six-membered rings B, C and D are in a slightly distorted chair conformation with mean torsion angles of 55.7(6), 58.1 (6) and 55.7 (6) ° , respectively. The structure is stabilized by O--H...O hydrogen bonds in addition to van der Waals forces. CommentThe pentacyclic triterpenoid zizyberannalic acid was isolated by Kundu and co-workers from both the bark and the roots of Zizyphus jujuba (Kundu, * Contribution No. 803.© 1993 International Union of Crystallography REGULAR STRUCTURAL PAPERS 617Barik, Mondal, Dey & Banerji, 1989). Crystals were grown at room temperature from an ethanol/acetone mixture. Several C--C bonds and C--C--C angles deviate by more than 3tr from their expected values. Similar features are also observed in fused-ring systems having bulky groups as axial substituents (Hall & Maslen, 1965; Gzella, Zaprutko, Wrzeciono & Jaskolski, 1987; Sekar, Parthasarathy, Kundu & Barik, 1992). The five-membered A and E rings are in half-chair and envelope conformations, respectively. The six-membered B, C and D rings are in a slightly distorted chair conformation. Puckering is enchanced in the region of C5 and decreased in the region of C8 in ring B. For rings C and D puckering is similarly altered near C14 and C 1 l, and C17 and C14, respectively. The structure is stabilized by hydrogen bonds O31--H1031--.O34 i [2.832 (7) ExperimentalCrystal data REGULAR STRUCTURAL PAPERSC4----C5 1.545 (9) C15--C16 1.542 (9) C4--CY231.536 (6) C16--C17 1.526 (10) C4--C241.520 (10) C17----C18 1.559 (7) C5---C61.499 (7) C17---C22 1.540 (9) C5-----CI01.535 (9) C17---C28 1.517 (8) C6----C71.548 (9) C18--C19 1.548 (9) C'/----C81.550 (9) C19---C20 1.492 (7) C8--C91.570 (7) C19--C'21 1.553 (11) C8-----C141.590 (7) C20----C29 1.379 (16) C8----C261.546 (8) C20---C30 1.427 (14) C9----C101.559 (8) C21----C22 1.531 (10) C9---C111.529 (9) C28---O33 1.324 (7) C10----C251.553 (8) C28---O34 1.205 (8)58.4 (6) C22--C17--C18--C19 -44.6 (6)

show abstract

“…Barik, Mondal, Dey & Banerji, 1989). Crystals were grown at room temperature from an ethanol/acetone mixture.…”

Section: Commentmentioning

confidence: 99%

“…The data were collected using a variable scan speed of 5.33-29.3 ° rain -1 in w. The structure was solved by direct methods and refined by full-matrix least squares. SHELXTL/PC (Sheldrick, 1990) Mondal, Dey & Banerji, 1989). Crystals were grown at room temperature from an ethanol/acetone mixture.…”

mentioning

confidence: 99%

Structure of zizyberannalic acid

Sekar¹,

Parthasarathy²,

Kundu³

et al. 1993

Acta Crystallogr C

View full text Add to dashboard Cite

show abstract

“…The leaves, aerial, seeds, and root parts of plants of this family are traditionally use in traditional medicine for inflammation, fever, insomnia, relieve pain, convulsions and viral treatments (Kundu et al 1989;Lee et al 2003). In Rhamnaceae probably Zizyphus genus (endemic to Indo-Pakistan region) is one of more worldwide studied species (Mahajan and Chopda 2009).…”

Section: Introductionmentioning

confidence: 99%

Chemical constituents and biological activities of South American Rhamnaceae

Alarcón

Cespedes‐Acuña

2015

Phytochem Rev

View full text Add to dashboard Cite

Secondary metabolites have diverse functions into plants. These functions are products of the coevolution which result in synthesis of constitutive and/or induced chemical defense generated for protection against to different phytopathogenic attack. Many phytochemical studies are biodirected with the aim of finding biopesticides of botanical origins. Some taxa of Americas such as Rhamnaceae family are toxic to insects, fungi and several bacteria strains, and these effects has been associated with the presence of alkaloids, phenolics and terpenes. The natural compounds that have been isolated represent a valuable resource for future studies of plant chemical defense and the role of these substances in chemical ecology.Here are show recent advances in the phytochemistry and biological activities of selected members of Rhamnaceae from Latin-America.

show abstract

“…Stem bark of the plant contains alkaloids [20]. Various cyclopeptides alkaloids and other chemical compounds have been isolated from the stem bark of the plant by various researchers [21][22][23][24][25]. Lee et al [26] isolated three more triterpene esters from the root part of the plant.…”

Section: Introductionmentioning

confidence: 99%