Minor Ecdysteroid Components of Leuzea carthamoides

[img]PDF - Authorized users only
Language: English
167Kb
Title:Minor Ecdysteroid Components of Leuzea carthamoides
Creators:
Vokáč, Karel
Buděšínský, Miloš
Harmatha, Juraj
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 67, 1, pp. 124-139
Uncontrolled Keywords:Identification, Isolation, Phytoecdysteroids, Ecdysteroids, Steroids, <i>Leuzea carthamoides</i>, 5α-20-Hydroxyecdysone, NMR spectroscopy, Lactones

Abstract

Fourteen minor ecdysteroid components were isolated and identified from the roots of <i>Leuzea carthamoides</i> (Willd.) DC. Two of them are new phytoecdysteroids: leuzeasterone (<strong>1</strong>) a six-member side-chain lactone, and (24<i>Z</i>)-29-hydroxy-24(28)-dehydromakisterone C (<strong>4</strong>) a structurally related sitostane type analogue and assumed biogenetic precursor of <strong>1</strong>. The next one, 5α-20-hydroxyecdysone (<strong>6</strong>), is a rare A/B-ring trans-annelated epimer of the most common phytoecdysteroid 20-hydroxyecdysone. Further compounds: makisterone C (<strong>3</strong>), 3-epi-20-hydroxyecdysone (<strong>5</strong>), integristerone A (<strong>7</strong>), integristerone B (<strong>8</strong>), 22-oxo-20-hydroxyecdysone (<strong>10</strong>), taxisterone (<strong>11</strong>), rubrosterone (<strong>12</strong>), dihydrorubrosterone (<strong>13</strong>) and poststerone (<strong>14</strong>), are new constituents of <i>L. carthamoides</i>, though already reported as compounds isolated from other natural sources. Two earlier reported minor <i>Leuzea</i> ecdysteroids: the five-membered side-chain lactone carthamosterone (<strong>2</strong>) and the 11-hydroxy-substituted analogue isovitexirone (<strong>9</strong>), are also included because they are now better characterised. Certain previously described <i>Leuzea</i> ecdysteroids were not found in our material, which may indicate geographic, seasonal or cultivar variations. <p>

Title:Minor Ecdysteroid Components of Leuzea carthamoides
Creators:
Vokáč, Karel
Buděšínský, Miloš
Harmatha, Juraj
Uncontrolled Keywords:Identification, Isolation, Phytoecdysteroids, Ecdysteroids, Steroids, <i>Leuzea carthamoides</i>, 5α-20-Hydroxyecdysone, NMR spectroscopy, Lactones
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:67
Number:1
Page Range:pp. 124-139
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20020124UNSPECIFIED
ID Code:1911
Item Type:Article
Deposited On:06 Feb 2009 17:13
Last Modified:06 Feb 2009 16:13

Citation

Vokáč, Karel; Buděšínský, Miloš; Harmatha, Juraj (2002) Minor Ecdysteroid Components of Leuzea carthamoides. Collection of Czechoslovak Chemical Communications, 67 (1). pp. 124-139. ISSN 0010-0765

Repository Staff Only: item control page