title: A Cytotoxic and Anti-inflammatory Campesterol Derivative from Genetically Transformed Hairy Roots of Lopezia racemosa Cav. (Onagraceae).
abstract: The genetically transformed hairy root line LRT 7.31 obtained by infecting leaf explants ofLopezia racemosaCav with theAgrobacterium rhizogenesstrain ATCC15834/pTDT, was evaluated to identify the anti-inflammatory and cytotoxic compounds reported previously for the wild plant. After several subcultures of the LRT 7.31 line, the bio-guided fractionation of the dichloromethane-methanol (1:1) extract obtained from dry biomass afforded a fraction that showed important in vivo anti-inflammatory, and in vitro cytotoxic activities. Chemical separation of the active fraction allowed us to identify the triterpenes ursolic (1) and oleanolic (2) acids, and (23R)-2α,3β,23,28-tetrahydroxy-14,15-dehydrocampesterol (3) as the anti-inflammatory principles of the active fraction. A new molecule3was characterized by spectroscopic analysis of its tetraacetate derivative3a. This compound was not described in previous reports of callus cultures, in vitro germinated seedlings and wild plant extracts of wholeL. racemosaplants. The anti-inflammatory and cytotoxic activities displayed by the fraction are associated to the presence of compounds1-3. The present study reports the obtaining of the transformed hairy roots, the bioguided isolation of the new molecule3, and its structure characterization.
authors.affiliation: Centro Investigación en Biotecnología, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 Col, Chamilpa C.P. 62209, Cuernavaca, Morelos, Mexico. norma.moreno@uaem.mx.
authors.forename: Norma Elizabeth
authors.initials: NE
authors.lastname: Moreno-Anzúrez
authors.affiliation: Centro de Investigaciones Químicas-IICBA, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 Col, Chamilpa C.P. 62209, Cuernavaca, Morelos, Mexico. smarquina21@hotmail.com.
authors.forename: Silvia
authors.initials: S
authors.lastname: Marquina
authors.affiliation: Centro de Investigaciones Químicas-IICBA, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 Col, Chamilpa C.P. 62209, Cuernavaca, Morelos, Mexico. lalvarez@uaem.mx.
authors.forename: Laura
authors.initials: L
authors.lastname: Alvarez
authors.affiliation: Centro de Investigación Biomédica del Sur (IMSS), Argentina No. 1, Xochitepec Centro C.P. 62790, Morelos, Mexico. azamilpa_2000@yahoo.com.mx.
authors.forename: Alejandro
authors.initials: A
authors.lastname: Zamilpa
authors.affiliation: Centro Investigación en Biotecnología, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 Col, Chamilpa C.P. 62209, Cuernavaca, Morelos, Mexico. castillo@uaem.mx.
authors.forename: Patricia
authors.initials: P
authors.lastname: Castillo-España
authors.affiliation: Centro Investigación en Biotecnología, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 Col, Chamilpa C.P. 62209, Cuernavaca, Morelos, Mexico. iperea@uaem.mx.
authors.forename: Irene
authors.initials: I
authors.lastname: Perea-Arango
authors.affiliation: Centro de Investigación Biomédica del Sur (IMSS), Argentina No. 1, Xochitepec Centro C.P. 62790, Morelos, Mexico. pisaliva@yahoo.com.mx.
authors.forename: Pilar Nicasio
authors.initials: PN
authors.lastname: Torres
authors.affiliation: Centro de Investigación Biomédica del Sur (IMSS), Argentina No. 1, Xochitepec Centro C.P. 62790, Morelos, Mexico. edanae10@yahoo.com.mx.
authors.forename: Maribel
authors.initials: M
authors.lastname: Herrera-Ruiz
authors.affiliation: Centro de Investigación Biomédica del Sur (IMSS), Argentina No. 1, Xochitepec Centro C.P. 62790, Morelos, Mexico. edgarrdg@hotmail.com.
authors.forename: Edgar Rolando
authors.initials: ER
authors.lastname: Díaz García
authors.affiliation: Centro de Investigación Biomédica del Sur (IMSS), Argentina No. 1, Xochitepec Centro C.P. 62790, Morelos, Mexico. jaime.tortoriello@imss.gob.mx.
authors.forename: Jaime Tortoriello
authors.initials: JT
authors.lastname: García
authors.affiliation: Centro Investigación en Biotecnología, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 Col, Chamilpa C.P. 62209, Cuernavaca, Morelos, Mexico. jesus.arellano@uaem.mx.
authors.forename: Jesús
authors.initials: J
authors.lastname: Arellano-García
mesh_terms: D060054:Agrobacterium / Q000737:chemistry / Q000235:genetics; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000494:pharmacology*; D002146:Bony Callus / Q000187:drug effects / Q000254:growth & development; D049109:Cell Proliferation / Q000187:drug effects*; D002784:Cholesterol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D018525:Germination / Q000187:drug effects*; D009828:Oleanolic Acid / Q000737:chemistry / Q000494:pharmacology; D029594:Onagraceae / Q000737:chemistry*; D010840:Phytosterols / Q000737:chemistry / Q000494:pharmacology*; D018517:Plant Roots / Q000737:chemistry; D030821:Plants, Genetically Modified / Q000187:drug effects; D036226:Seedlings / Q000187:drug effects
chemical_list: D000893:Anti-Inflammatory Agents; D010840:Phytosterols; C021273:campesterol; D009828:Oleanolic Acid; D002784:Cholesterol
keywords: Agrobacterium rhizogenes; Lopezia racemosa; anti-inflammatory; cytotoxic; genetic transformation; hairy roots