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Jatrophane Diterpenoids With Protective Effect on Human Lymphocytes DNA

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2019
Jatrophane_Diterpenoids_With_pub_2019.pdf (614.8Kb)
Authors
Krstić, Gordana
Jadranin, Milka
Stanković, Miroslava
Aljančić, Ivana
Vujisić, Ljubodrag V.
Mandić, Boris
Tešević, Vele
Article (Published version)
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Abstract
Two sets of structurally different jatrophanes (1-11 and 13-16), jatrophane 12, and latex extract of 2 Euphorbia species (17 and 18) were tested for in vitro protective effect against chromosome aberrations in peripheral human lymphocytes using the cytokinesis-block micronucleus (CBMN) assay. Jatrophanes 1-6 in minimal doses of 1 µg/mL prominently decreased micronuclei (MN) frequency in the range 44.86% to 34.29% and manifested considerable protective effect. From the other set of jatrophanes, 13 in the same minimal dose notably decreased MN frequency by 31.05%, while extracts 17 and 18 at a concentration of 4 µg/mL remarkably decreased the frequency of MN by 37.94% and 36.12%, respectively. Jatrophanes 12, 14, and 16 showed moderate protection, while 7-11 and 15 were less active than positive control. The structure-activity relationship (SAR) studies of the tested jatrophanes (1-16) indicated the favorable position of benzoate at C-8 or C-9 (3, 4, and 13) and a preference of isobutano...yloxy group at C-3 (1-3) rather than propanoyloxy at the same position (4-6) for pronounced protective effect on human lymphocytes DNA. In a previous SAR study on 11 jatrophanes (1, 3-8, and 13-16), the same structural features in 3, 4, and 13 influenced powerful inhibition of P-gp, while growth inhibition of cancer cells was more than doubled in 1 (isobutanoyloxy group at C-3) compared to 6 (propanoyloxy at C-3).

Keywords:
CBMN assay / Human lymphocytes / Jatrophanes / MN / Protective effect / SAR studies
Source:
Natural Product Communications, 2019, 14, 5
Publisher:
  • SAGE Journals
Funding / projects:
  • Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)

DOI: 10.1177/1934578X19848168

ISSN: 1934-578X

WoS: 000470131700031

Scopus: 2-s2.0-85066403028
[ Google Scholar ]
5
4
URI
http://cherry.chem.bg.ac.rs/handle/123456789/3143
https://cer.ihtm.bg.ac.rs/handle/123456789/3514
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Krstić, Gordana
AU  - Jadranin, Milka
AU  - Stanković, Miroslava
AU  - Aljančić, Ivana
AU  - Vujisić, Ljubodrag V.
AU  - Mandić, Boris
AU  - Tešević, Vele
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3143
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3514
AB  - Two sets of structurally different jatrophanes (1-11 and 13-16), jatrophane 12, and latex extract of 2 Euphorbia species (17 and 18) were tested for in vitro protective effect against chromosome aberrations in peripheral human lymphocytes using the cytokinesis-block micronucleus (CBMN) assay. Jatrophanes 1-6 in minimal doses of 1 µg/mL prominently decreased micronuclei (MN) frequency in the range 44.86% to 34.29% and manifested considerable protective effect. From the other set of jatrophanes, 13 in the same minimal dose notably decreased MN frequency by 31.05%, while extracts 17 and 18 at a concentration of 4 µg/mL remarkably decreased the frequency of MN by 37.94% and 36.12%, respectively. Jatrophanes 12, 14, and 16 showed moderate protection, while 7-11 and 15 were less active than positive control. The structure-activity relationship (SAR) studies of the tested jatrophanes (1-16) indicated the favorable position of benzoate at C-8 or C-9 (3, 4, and 13) and a preference of isobutanoyloxy group at C-3 (1-3) rather than propanoyloxy at the same position (4-6) for pronounced protective effect on human lymphocytes DNA. In a previous SAR study on 11 jatrophanes (1, 3-8, and 13-16), the same structural features in 3, 4, and 13 influenced powerful inhibition of P-gp, while growth inhibition of cancer cells was more than doubled in 1 (isobutanoyloxy group at C-3) compared to 6 (propanoyloxy at C-3).
PB  - SAGE Journals
T2  - Natural Product Communications
T1  - Jatrophane Diterpenoids With Protective Effect on Human Lymphocytes DNA
VL  - 14
IS  - 5
DO  - 10.1177/1934578X19848168
ER  - 
@article{
author = "Krstić, Gordana and Jadranin, Milka and Stanković, Miroslava and Aljančić, Ivana and Vujisić, Ljubodrag V. and Mandić, Boris and Tešević, Vele",
year = "2019",
abstract = "Two sets of structurally different jatrophanes (1-11 and 13-16), jatrophane 12, and latex extract of 2 Euphorbia species (17 and 18) were tested for in vitro protective effect against chromosome aberrations in peripheral human lymphocytes using the cytokinesis-block micronucleus (CBMN) assay. Jatrophanes 1-6 in minimal doses of 1 µg/mL prominently decreased micronuclei (MN) frequency in the range 44.86% to 34.29% and manifested considerable protective effect. From the other set of jatrophanes, 13 in the same minimal dose notably decreased MN frequency by 31.05%, while extracts 17 and 18 at a concentration of 4 µg/mL remarkably decreased the frequency of MN by 37.94% and 36.12%, respectively. Jatrophanes 12, 14, and 16 showed moderate protection, while 7-11 and 15 were less active than positive control. The structure-activity relationship (SAR) studies of the tested jatrophanes (1-16) indicated the favorable position of benzoate at C-8 or C-9 (3, 4, and 13) and a preference of isobutanoyloxy group at C-3 (1-3) rather than propanoyloxy at the same position (4-6) for pronounced protective effect on human lymphocytes DNA. In a previous SAR study on 11 jatrophanes (1, 3-8, and 13-16), the same structural features in 3, 4, and 13 influenced powerful inhibition of P-gp, while growth inhibition of cancer cells was more than doubled in 1 (isobutanoyloxy group at C-3) compared to 6 (propanoyloxy at C-3).",
publisher = "SAGE Journals",
journal = "Natural Product Communications",
title = "Jatrophane Diterpenoids With Protective Effect on Human Lymphocytes DNA",
volume = "14",
number = "5",
doi = "10.1177/1934578X19848168"
}
Krstić, G., Jadranin, M., Stanković, M., Aljančić, I., Vujisić, L. V., Mandić, B.,& Tešević, V.. (2019). Jatrophane Diterpenoids With Protective Effect on Human Lymphocytes DNA. in Natural Product Communications
SAGE Journals., 14(5).
https://doi.org/10.1177/1934578X19848168
Krstić G, Jadranin M, Stanković M, Aljančić I, Vujisić LV, Mandić B, Tešević V. Jatrophane Diterpenoids With Protective Effect on Human Lymphocytes DNA. in Natural Product Communications. 2019;14(5).
doi:10.1177/1934578X19848168 .
Krstić, Gordana, Jadranin, Milka, Stanković, Miroslava, Aljančić, Ivana, Vujisić, Ljubodrag V., Mandić, Boris, Tešević, Vele, "Jatrophane Diterpenoids With Protective Effect on Human Lymphocytes DNA" in Natural Product Communications, 14, no. 5 (2019),
https://doi.org/10.1177/1934578X19848168 . .

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