Betulinic Acid and its Derivatives as Potential Antitumor Agents

Synthesis and cytotoxic evaluation of novel ester-triazole-linked triterpenoid–AZT conjugates

(2014) Tuyet Anh Dang Thi et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Synthesis and studies of anticancer properties of lupane-type triterpenoid derivatives containing a cisplatin fragment

(2014) Daniel Emmerich et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Betulinic acid and its derivatives: a patent review (2008 – 2013)

(2014) René Csuk   EXPERT OPINION ON THERAPEUTIC PATENTS

Betulinic Acid in Complex with a Gamma-Cyclodextrin Derivative Decreases Proliferation and in Vivo Tumor Development of Non-Metastatic and Metastatic B164A5 Cells

(2014) Codruta Soica et al.   INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES

Antineoplastic Agents. 595. Structural Modifications of Betulin and the X-ray Crystal Structure of an Unusual Betulin Amine Dimer1

(2014) George R. Pettit et al.   JOURNAL OF NATURAL PRODUCTS

A New Multicolor Bioluminescence Imaging Platform to Investigate NF-κB Activity and Apoptosis in Human Breast Cancer Cells

(2014) Laura Mezzanotte et al.   PLoS One

Water soluble multiarm-polyethylene glycol–betulinic acid prodrugs: design, synthesis, and in vivo effectiveness

(2014) Lin Dai et al.   Polymer Chemistry

Synthesis and structure–activity relationship study of cytotoxic lupane-type 3β-O-monodesmosidic saponins with an extended C-28 side chain

(2014) Piotr Cmoch et al.   TETRAHEDRON

Betulinic acid-induced mitochondria-dependent cell death is counterbalanced by an autophagic salvage response

(2014) L Potze et al.   Cell Death & Disease

Bipiperidinyl derivatives of 23-hydroxybetulinic acid reverse resistance of HepG2/ADM and MCF-7/ADR cells

(2013) Dong-Mei Zhang et al.   ANTI-CANCER DRUGS

Synthesis of Antitumor-Active Betulinic Acid-Derived Hydroxypropargylamines by Copper-Catalyzend Mannich Reactions

(2013) René Csuk et al.   ARCHIV DER PHARMAZIE

Lamin B1 Is a Novel Therapeutic Target of Betulinic Acid in Pancreatic Cancer

(2013) L. Li et al.   CLINICAL CANCER RESEARCH

Synthesis of 3-O-propargylated betulinic acid and its 1,2,3-triazoles as potential apoptotic agents

(2013) Rabiya Majeed et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines

(2013) Leopoldo C. Baratto et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

A 3D QSAR Study of Betulinic Acid Derivatives as Anti-Tumor Agents Using Topomer CoMFA: Model Building Studies and Experimental Verification

(2013) Weimin Ding et al.   MOLECULES

Betulinic Acid Selectively Increases Protein Degradation and Enhances Prostate Cancer-Specific Apoptosis: Possible Role for Inhibition of Deubiquitinase Activity

(2013) Teresita Reiner et al.   PLoS One

BBA, a Synthetic Derivative of 23-hydroxybutulinic Acid, Reverses Multidrug Resistance by Inhibiting the Efflux Activity of MRP7 (ABCC10)

(2013) Jun-Jiang Chen et al.   PLoS One

Synthesis of lupane triterpenoids with triphenylphosphonium substituents and studies of their antitumor activity

(2013) A. Yu. Spivak et al.   RUSSIAN CHEMICAL BULLETIN

Betulinic acid inhibits autophagic flux and induces apoptosis in human multiple myeloma cells in vitro

(2012) Li-jing Yang et al.   ACTA PHARMACOLOGICA SINICA

Cytotoxic betulin-derived hydroxypropargylamines trigger apoptosis

(2012) René Csuk et al.   BIOORGANIC & MEDICINAL CHEMISTRY

GDC-0941 enhances the lysosomal compartment via TFEB and primes glioblastoma cells to lysosomal membrane permeabilization and cell death

(2012) Stefanie Enzenmüller et al.   CANCER LETTERS

Impairment of lysosomal integrity by B10, a glycosylated derivative of betulinic acid, leads to lysosomal cell death and converts autophagy into a detrimental process

(2012) P Gonzalez et al.   CELL DEATH AND DIFFERENTIATION

Alkylidene branched lupane derivatives: Synthesis and antitumor activity

(2012) René Csuk et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

New aspects for biomass processing with ionic liquids: towards the isolation of pharmaceutically active betulin

(2012) Anna K. Ressmann et al.   GREEN CHEMISTRY

Betulinic acid decreases ER-negative breast cancer cell growth in vitro and in vivo: Role of Sp transcription factors and microRNA-27a:ZBTB10

(2012) Susanne U. Mertens-Talcott et al.   MOLECULAR CARCINOGENESIS

BBA, a Derivative of 23-Hydroxybetulinic Acid, Potently Reverses ABCB1-Mediated Drug Resistance in Vitro and in Vivo

(2012) Dong-Mei Zhang et al.   MOLECULAR PHARMACEUTICS

Synthesis and Biological Activity of 23-Hydroxybetulinic Acid C-28 Ester Derivatives as Antitumor Agent Candidates

(2012) Yi Bi et al.   MOLECULES

Betulinic acid induces Bax/Bak-independent cytochrome c release in human nasopharyngeal carcinoma cells

(2012) Yang Liu et al.   MOLECULES AND CELLS

Betulinic acid delivered in liposomes reduces growth of human lung and colon cancers in mice without causing systemic toxicity

(2011) Franziska B. Mullauer et al.   ANTI-CANCER DRUGS

New betulinic acid derivatives induce potent and selective antiproliferative activity through cell cycle arrest at the S phase and caspase dependent apoptosis in human cancer cells

(2011) Rita C. Santos et al.   BIOCHIMIE

Betulinic acid inhibits colon cancer cell and tumor growth and induces proteasome-dependent and -independent downregulation of specificity proteins (Sp) transcription factors

(2011) Sudhakar Chintharlapalli et al.   BMC CANCER

Combining Betulinic Acid and Mithramycin A Effectively Suppresses Pancreatic Cancer by Inhibiting Proliferation, Invasion, and Angiogenesis

(2011) Y. Gao et al.   CANCER RESEARCH

Two new triterpenoids from the bark of Eucalyptus exserta and their molluscicidal and cytotoxic activities

(2011) Jingjing Li et al.   FITOTERAPIA

Synthesis of bioactive 28-hydroxy-3-oxolup-20(29)-en-30-al with antileukemic activity

(2011) Pranab Ghosh et al.   JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH

Triterpenoid Constituents from the Roots ofPaeonia rockiissp.rockii

(2011) Teresa Mencherini et al.   JOURNAL OF NATURAL PRODUCTS

Co-treatment with ginsenoside Rh2 and betulinic acid synergistically induces apoptosis in human cancer cells in association with enhanced capsase-8 activation, bax translocation, and cytochrome c release

(2011) Qing Li et al.   MOLECULAR CARCINOGENESIS

Triterpenes as α-glucosidase inhibitors from Fagus hayatae

(2011) Yi-Chun Lai et al.   PHYTOCHEMISTRY

Suppression of STAT3 and HIF-1 Alpha Mediates Anti-Angiogenic Activity of Betulinic Acid in Hypoxic PC-3 Prostate Cancer Cells

(2011) Jimin Shin et al.   PLoS One

Increased betulinic acid induced cytotoxicity and radiosensitivity in glioma cells under hypoxic conditions

(2011) Matthias Bache et al.   Radiation Oncology

Synthesis, Encapsulation and Antitumor Activity of New Betulin Derivatives

(2010) René Csuk et al.   ARCHIV DER PHARMAZIE

Synthesis and Anticancer Activity of Novel Betulinic acid and Betulin Derivatives

(2010) Harish Kommera et al.   ARCHIV DER PHARMAZIE

Dimethylaminopyridine derivatives of lupane triterpenoids are potent disruptors of mitochondrial structure and function

(2010) Jon Holy et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis and structure–activity relationship study of novel cytotoxic carbamate and N-acylheterocyclic bearing derivatives of betulin and betulinic acid

(2010) Rita C. Santos et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis and biological evaluation of antitumor-active γ-butyrolactone substituted betulin derivatives

(2010) René Csuk et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis, cytotoxicity and liposome preparation of 28-acetylenic betulin derivatives

(2010) René Csuk et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis, proapoptotic screening, and structure–activity relationships of novel aza-lupane triterpenoids

(2010) Aye Aye Mar et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Anticancer Activity of 3-O-Acylated Betulinic Acid Derivatives Obtained by Enzymatic Synthesis

(2010) Faujan Bin H. AHMAD et al.   BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY

Betulinic acid induces apoptosis and inhibits hedgehog signalling in rhabdomyosarcoma

(2010) M Eichenmüller et al.   BRITISH JOURNAL OF CANCER

3D-QSAR in Drug Design - A Review

(2010) Jitender Verma et al.   CURRENT TOPICS IN MEDICINAL CHEMISTRY

Betulinic acid isolated from Bacopa monniera (L.) Wettst suppresses lipopolysaccharide stimulated interleukin-6 production through modulation of nuclear factor-κB in peripheral blood mononuclear cells

(2010) V. Viji et al.   INTERNATIONAL IMMUNOPHARMACOLOGY

Biotransformation optimization of betulin into betulinic acid production catalysed by cultured Armillaria luteo-virens Sacc ZJUQH100-6 cells

(2010) J. Liu et al.   JOURNAL OF APPLIED MICROBIOLOGY

Cytotoxicity of Artesunic Acid Homo- and Heterodimer Molecules toward Sensitive and Multidrug-Resistant CCRF-CEM Leukemia Cells

(2010) Cindy Horwedel et al.   JOURNAL OF MEDICINAL CHEMISTRY

Current developments of computer-aided drug design

(2010) Hung-Jin Huang et al.   Journal of the Taiwan Institute of Chemical Engineers

Betulinic acid inhibits the expression of hypoxia-inducible factor 1α and vascular endothelial growth factor in human endometrial adenocarcinoma cells

(2010) Ewa Karna et al.   MOLECULAR AND CELLULAR BIOCHEMISTRY

Effect of betulinic acid on the regulation of Hiwi and cyclin B1 in human gastric adenocarcinoma AGS cells

(2009) Li-jing Yang et al.   ACTA PHARMACOLOGICA SINICA

Betulinic acid induces cytochrome c release and apoptosis in a Bax/Bak-independent, permeability transition pore dependent fashion

(2009) Franziska B. Mullauer et al.   APOPTOSIS

Betulin Elicits Anti-Cancer Effects in Tumour Primary Cultures and Cell LinesIn Vitro

(2009) Wojciech Rzeski et al.   BASIC & CLINICAL PHARMACOLOGY & TOXICOLOGY

Synthesis and biological evaluation of antitumour-active betulin derivatives

(2009) René Csuk et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Esters of betulin and betulinic acid with amino acids have improved water solubility and are selectively cytotoxic toward cancer cells

(2009) Malgorzata Drag-Zalesinska et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

The betulinic acid production from betulin through biotransformation by fungi

(2009) Qi-he Chen et al.   ENZYME AND MICROBIAL TECHNOLOGY

Characterization of NVX-207, a novel betulinic acid-derived anti-cancer compound

(2009) M. Willmann et al.   EUROPEAN JOURNAL OF CLINICAL INVESTIGATION

Rational Design and Semisynthesis of Betulinic Acid Analogues as Potent Topoisomerase Inhibitors

(2009) Fatma M. Abdel Bar et al.   JOURNAL OF NATURAL PRODUCTS

Synthesis and cytotoxic activity of heterocyclic ring-substituted betulinic acid derivatives

(2008) Vivek Kumar et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Synthesis of lupane-type saponins bearing mannosyl and 3,6-branched trimannosyl residues and their evaluation as anticancer agents

(2008) Piotr Cmoch et al.   CARBOHYDRATE RESEARCH

Uapaca genus (Euphorbiaceae), a good source of betulinic acid

(2008) Barthelemy Nyasse et al.   FITOTERAPIA

Betulinic Acid for Cancer Treatment and Prevention

(2008) Simone Fulda   INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES

Betulinic acid suppresses constitutive and TNFα-induced NF-κB activation and induces apoptosis in human prostate carcinoma PC-3 cells

(2008) Thangaiyan Rabi et al.   MOLECULAR CARCINOGENESIS

Anti-Cancer Effect of Betulin on a Human Lung Cancer Cell Line: A Pharmacoproteomic Approach Using 2 D SDS PAGE Coupled with Nano-HPLC Tandem Mass Spectrometry

(2008) Jae Pyo et al.   PLANTA MEDICA

Oxidative transformations of betulinol

(2008) Alexander Barthel et al.   TETRAHEDRON

Synthesis of betulinic acid acyl glucuronide for application in anticancer prodrug monotherapy

(2008) Charles Gauthier et al.   TETRAHEDRON LETTERS

Optimization of ultrasonic-assisted extraction (UAE) of betulin from white birch bark using response surface methodology

(2008) Qi-he Chen et al.   ULTRASONICS SONOCHEMISTRY