2013
DOI: 10.1007/s10600-013-0702-1
|View full text |Cite
|
Sign up to set email alerts
|

Synthesis and study of mutagenic properties of lupane triterpenoids containing 1,2,3-triazole fragments in the C-30 position

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
3
1
1

Citation Types

0
15
0

Year Published

2014
2014
2024
2024

Publication Types

Select...
9

Relationship

0
9

Authors

Journals

citations
Cited by 23 publications
(15 citation statements)
references
References 16 publications
0
15
0
Order By: Relevance
“…48 In addition to the linear products, they also obtained thiomorpholine 235 and 1,3-dipolar cycloaddition of diazomethane gave the spiro-pyrazole 236. 50 Some of the prepared compounds were analyzed for mutagenicity using the Ames test. The heterocyclic derivative 235 was considered biologically inactive; however, the remaining compounds, including 236, showed a good level of cytotoxicity, particularly compound 232 (IC 50 .…”
Section: Heterocycles With Heteroatoms Not Fused To the A-ringmentioning
confidence: 99%
“…48 In addition to the linear products, they also obtained thiomorpholine 235 and 1,3-dipolar cycloaddition of diazomethane gave the spiro-pyrazole 236. 50 Some of the prepared compounds were analyzed for mutagenicity using the Ames test. The heterocyclic derivative 235 was considered biologically inactive; however, the remaining compounds, including 236, showed a good level of cytotoxicity, particularly compound 232 (IC 50 .…”
Section: Heterocycles With Heteroatoms Not Fused To the A-ringmentioning
confidence: 99%
“…Recently, a number of new articles were published on connecting a terpene with another molecule of interest via Huisgen 1,3-cycloaddition reaction. The first approach used terpenes substituted with alkynes in the position 3 [ 30 34 ], second approach used propargylesters or amides prepared at 28-COOH group [ 35 45 ], and the third approach used 30-azidoderivatives prepared via 30-bromoderivatives [ 46 ; 47 ]. Rarely, also position 2 is modified [ 48 ] or two position at once (3 and 30) in [ 49 ].…”
Section: Introductionmentioning
confidence: 99%
“…could change the biological properties such as cytotoxicity or selectivity and the new compounds could act by different mechanism of action than the parent betulinic acid ( 1 ). Among the derivatives prepared by other research groups there are only few examples [ 46 ; 47 ] containing both free 28-carboxylic group and free 3-hydroxy group. In most cases, cycloaddition reactions were done with acid 1 protected as methyl ester or as acetate and the final molecules were also tested with the protective group on.…”
Section: Introductionmentioning
confidence: 99%
“…This cycloaddition reaction gives 1,2,3-triazoles and has been widely used to synthesize 1,2,3-triazole-linked BA derivatives [14] (Scheme 18). This methodology allowed the functionalization of BA at positions 2 [55,59], 3 [54,60,61,62], 28 [20,26,63,64,65,66,67,68,69,70], and 30 [71,72,73], with different substrates, including peptides, approved drugs as AZT, β-cyclodextrins, sugars, and other triterpenes, as shown in the following examples.…”
Section: Click Chemistry—copper-catalyzed Azide-alkyne Cycloadditionmentioning
confidence: 99%