Page last updated: 2024-10-14

apoptolidin

Description

apoptolidin: an apoptosis inducer in transformed cells from Nocardiopsis sp.; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID11297771
CHEMBL ID4096158
MeSH IDM0294443

Synonyms (14)

Synonym
apoptolidin
apoptolidin a
194874-06-1
apoptolidin [mi]
sao6wvq23i ,
unii-sao6wvq23i
fu-40a
CS-0106791
HY-126679
(3e,5e,7e,9r,10r,11e,13e,17s,18s,20s)-20-[(r)-{(2r,3r,4s,5r,6r)-2,4-dihydroxy-6-[(2r)-2-{[(2r,4s,5s,6s)-4-hydroxy-5-{[(2s,4r,5r,6r)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4,6-dimethyloxan-2-yl]oxy}-3-methoxypropyl]-3,5-dimethyloxan-2-yl}(hydroxy)methy
CHEMBL4096158
Q27289111
zh7 ,
(3~{e},5~{e},7~{e},9~{r},10~{r},11~{e},13~{e},17~{s},18~{s},20~{s})-18-methoxy-20-[(~{r})-[(2~{r},3~{r},4~{s},5~{r},6~{r})-6-[(2~{r})-3-methoxy-2-[(2~{r},4~{s},5~{s},6~{s})-5-[(2~{s},4~{r},5~{r},6~{r})-4-methoxy-6-methyl-5-oxidanyl-oxan-2-yl]oxy-4,6-dimet

Research Excerpts

Overview

Apoptolidin is a macrolide originally identified on the basis of its ability to selectively kill E1A/E1B19K transformed rat glial cells. It is a natural product that selectively induces apoptosis in several cancer cell lines.

ExcerptReference
"Apoptolidin is a natural product that selectively induces apoptosis in several cancer cell lines. "( Apoptolidin: induction of apoptosis by a natural product.
Daniel, PT; Koert, U; Schuppan, J, 2006
)
"Apoptolidin is a macrolide originally identified on the basis of its ability to selectively kill E1A and E1A/E1B19K transformed rat glial cells while not killing untransformed glial cells. "( Apoptolidin, a selective cytotoxic agent, is an inhibitor of F0F1-ATPase.
Herzenberg, LA; Khosla, C; Salomon, AR; Voehringer, DW, 2001
)

Effects

ExcerptReference
"Apoptolidin A has been described among the top 0.1% most-cell-selective cytotoxic agents to be evaluated in the NCI 60 cell line panel. "( Fluorescent probes of the apoptolidins and their utility in cellular localization studies.
Bachmann, BO; Chong, KM; Crews, BA; Daniel, C; DeGuire, SM; Du, Y; Earl, DC; Jacobs, AT; Marnett, LJ; Piston, DW; Sulikowski, GA; Ustione, A, 2015
)

Actions

ExcerptReference
"Isoapoptolidin's ability to inhibit mitochondrial F0F1-ATPase is over 10-fold less than that of apoptolidin."( Isoapoptolidin: structure and activity of the ring-expanded isomer of apoptolidin.
Gulledge, AV; Jankowski, OD; Seto, H; Wender, PA, 2002
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1743698Inhibition of F0F1-ATP synthase in yeast intact mitochondria by LDH/pyruvate kinase coupled enzyme assay2020Journal of medicinal chemistry, 12-10, Volume: 63, Issue:23
Why All the Fuss about Oxidative Phosphorylation (OXPHOS)?
AID1743699Inhibition of yeast mitochondrial F0F1-ATP synthase by LDH/pyruvate kinase coupled enzyme assay2020Journal of medicinal chemistry, 12-10, Volume: 63, Issue:23
Why All the Fuss about Oxidative Phosphorylation (OXPHOS)?
AID1475813Inhibition of bovine heart mitochondrial ATP synthase activity assessed as decrease in ATP-dependent NADH oxidation at 1 uM measured every 30 secs for 30 mins by colorimetric assay relative to control2017Journal of medicinal chemistry, 09-28, Volume: 60, Issue:18
New Mandelalides Expand a Macrolide Series of Mitochondrial Inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (43)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (2.33)18.2507
2000's30 (69.77)29.6817
2010's9 (20.93)24.3611
2020's3 (6.98)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (6.98%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other40 (93.02%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]