Jatrophane Diterpenoids With Protective Effect on Human Lymphocytes DNA
Authors
Krstić, Gordana
Jadranin, Milka

Stanković, Miroslava

Aljančić, Ivana
Vujisić, Ljubodrag V.

Mandić, Boris

Tešević, Vele

Article (Published version)
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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 studiesSource:
Natural Product Communications, 2019, 14, 5Publisher:
- 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
URI
http://cherry.chem.bg.ac.rs/handle/123456789/3143https://cer.ihtm.bg.ac.rs/handle/123456789/3514
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IHTMTY - 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 . .