renieramycin M: from the Thai sponge Xestospongia sp.; structure in first source [MeSH]
| ID Source | ID |
|---|---|
| PubMed CID | 10483239 |
| CHEMBL ID | 451147 |
| SCHEMBL ID | 21357942 |
| MeSH ID | M0462101 |
| Synonym |
|---|
| renieramycin m |
| CHEMBL451147 |
| SCHEMBL21357942 |
| [(1r,2s,10r,12r,13s)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.02,11.04,9.015,20]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl (z)-2-methylbut-2-enoate |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID762953 | Cytotoxicity against human H23 cells assessed as cell viability after 24 hrs by MTT assay | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID1871290 | Cytotoxicity against human ASPC1 cells assessed as cell growth inhibition | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID762949 | Induction of accidental necrosis in human H23 cells assessed as loss of membrane integrity at 5 to 20 uM after 24 hrs by trypan blue exclusion assay | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID1871270 | Growth inhibition of human DU-145 cells | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID1871284 | Cytotoxicity against human DLD-1 cells assessed as cell growth inhibition | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID356601 | Cytotoxicity against human QG56 cells after 4 days | 2003 | Journal of natural products, Nov, Volume: 66, Issue:11 ISSN: 0163-3864 | Chemistry of renieramycins. Part 3.(1) isolation and structure of stabilized renieramycin type derivatives possessing antitumor activity from Thai sponge Xestospongia species, pretreated with potassium cyanide. |
| AID762950 | Induction of apoptosis in human H23 cells assessed as accumulation of sub-G0 fraction after 24 hrs by propidium iodide staining-based flow cytometry | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID356602 | Cytotoxicity against human NCI-H460 cells after 4 days | 2003 | Journal of natural products, Nov, Volume: 66, Issue:11 ISSN: 0163-3864 | Chemistry of renieramycins. Part 3.(1) isolation and structure of stabilized renieramycin type derivatives possessing antitumor activity from Thai sponge Xestospongia species, pretreated with potassium cyanide. |
| AID1871287 | Antiproliferative activity against human MDA-MB-435 cells assessed as cell growth inhibition by MTT colorimetric assay | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID1871286 | Antiproliferative activity against human HCT-116 cells assessed as cell growth inhibition by MTT colorimetric assay | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID762943 | Induction of intracellular H2O2 generation in human H23 cells at 20 uM after 6 hrs by DCFH2-DA staining based fluorescence assay in presence of sodium pyruvate | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID1871276 | Cytotoxicity against human U373 MG cells assessed as cell growth inhibition incubated for 4 to 72 hrs by MTT assay | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID356603 | Cytotoxicity against human DLD1 cells after 4 days | 2003 | Journal of natural products, Nov, Volume: 66, Issue:11 ISSN: 0163-3864 | Chemistry of renieramycins. Part 3.(1) isolation and structure of stabilized renieramycin type derivatives possessing antitumor activity from Thai sponge Xestospongia species, pretreated with potassium cyanide. |
| AID762941 | Induction of intracellular superoxide anion generation in human H23 cells at 20 uM after 6 hrs by DCFH2-DA staining based fluorescence assay in presence of dihydroethidium relative to control | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID762945 | Induction of intracellular ROS generation in human H23 cells at 20 uM after 6 hrs by DCFH2-DA staining based fluorescence assay | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID1871283 | Cytotoxicity against human NCI-H460 cells assessed as cell growth inhibition | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID427235 | Cytotoxicity against human HCT116 cells after 3 days by MTT assay | 2009 | Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13 ISSN: 1464-3391 | Chemistry of renieramycins. Part 8: synthesis and cytotoxicity evaluation of renieramycin M-jorunnamycin A analogues. |
| AID762946 | Induction of ROS generation in human H23 cells assessed as apoptotic cells at 20 uM after 24 hrs by Hoechst 33342/propidium iodide staining-based fluorescence microscopy in presence of N-acetylcysteine | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID762947 | Induction of ROS generation in human H23 cells assessed as accidental necrotic cells at 20 uM after 24 hrs by Hoechst 33342/propidium iodide staining-based fluorescence microscopy in presence of N-acetylcysteine | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID762944 | Induction of intracellular ROS generation in human H23 cells at 20 uM after 6 hrs by DCFH2-DA staining based fluorescence assay in presence of N-acetylcysteine | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID402913 | Cytotoxicity against human QG56 cells after 4 days | 2004 | Journal of natural products, Jun, Volume: 67, Issue:6 ISSN: 0163-3864 | Chemistry of renieramycins. Part 5. Structure elucidation of renieramycin-type derivatives O, Q, R, and S from thai marine sponge Xestospongia species pretreated with potassium cyanide. |
| AID1871282 | Cytotoxicity against human QG-56 cells assessed as cell growth inhibition | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID402912 | Cytotoxicity against human HCT116 cells after 4 days | 2004 | Journal of natural products, Jun, Volume: 67, Issue:6 ISSN: 0163-3864 | Chemistry of renieramycins. Part 5. Structure elucidation of renieramycin-type derivatives O, Q, R, and S from thai marine sponge Xestospongia species pretreated with potassium cyanide. |
| AID762948 | Induction of ROS generation in human H23 cells assessed as cell viability at 20 uM after 24 hrs by Hoechst 33342/propidium iodide staining-based fluorescence microscopy in presence of N-acetylcysteine | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID762952 | Induction of apoptosis in human H23 cells at 1 to 20 uM after 24 hrs by Hoechst 33342/propidium iodide staining-based fluorescence microscopy | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID356600 | Cytotoxicity against human HCT116 cells after 4 days | 2003 | Journal of natural products, Nov, Volume: 66, Issue:11 ISSN: 0163-3864 | Chemistry of renieramycins. Part 3.(1) isolation and structure of stabilized renieramycin type derivatives possessing antitumor activity from Thai sponge Xestospongia species, pretreated with potassium cyanide. |
| AID1871269 | Growth inhibition of human HCT-116 cells | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID1871296 | Cytotoxicity against human HCT-116 cells assessed as cell growth inhibition incubated for 4 days by Cell counting kit-8 assay | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID762942 | Induction of intracellular hydroxyl radical generation in human H23 cells at 20 uM after 6 hrs by DCFH2-DA staining based fluorescence assay in presence of HPF | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID1871281 | Cytotoxicity against human HCT-116 cells assessed as cell growth inhibition | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID1871288 | Cytotoxicity against human MCF7 cells assessed as cell growth inhibition incubated for 72 hrs by MTT assay | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID427236 | Cytotoxicity against human MDA-MB-435 cells after 3 days by MTT assay | 2009 | Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13 ISSN: 1464-3391 | Chemistry of renieramycins. Part 8: synthesis and cytotoxicity evaluation of renieramycin M-jorunnamycin A analogues. |
| AID762939 | Toxicity in human HK2 cells assessed as induction of accidental necrosis at 20 uM after 24 hrs by propidium iodide staining | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID762951 | Toxicity in human H23 cells assessed as induction of accidental necrosis at 1 to 20 uM after 24 hrs by Hoechst 33342/propidium iodide staining-based fluorescence microscopy | 2013 | Journal of natural products, Aug-23, Volume: 76, Issue:8 ISSN: 1520-6025 | Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. |
| AID1871268 | Growth inhibition of human QG-56 cells | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID1871285 | Cytotoxicity against human T47D cells assessed as cell growth inhibition | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| AID1871297 | Cytotoxicity against human QG-56 cells assessed as cell growth inhibition incubated for 4 days by Cell counting kit-8 assay | 2021 | European journal of medicinal chemistry, Jan-15, Volume: 210ISSN: 1768-3254 | Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification. |
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 5 (26.32) | 29.6817 |
| 2010's | 9 (47.37) | 24.3611 |
| 2020's | 5 (26.32) | 2.80 |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (5.26%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 18 (94.74%) | 84.16% |
| Substance | Studies | Classes | Roles | First Year | Last Year | Average Age | Relationship Strength | Trials | pre-1990 | 1990's | 2000's | 2010's | post-2020 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| saframycin a | 2003 | 2003 | 21.0 | low | 0 | 0 | 0 | 1 | 0 | 0 | |||
| bortezomib | amino acid amide; L-phenylalanine derivative; pyrazines | antineoplastic agent; antiprotozoal drug; protease inhibitor; proteasome inhibitor | 2021 | 2021 | 3.0 | low | 0 | 0 | 0 | 0 | 0 | 1 | |
| doxorubicin hydrochloride | anthracycline | 2021 | 2021 | 3.0 | low | 0 | 0 | 0 | 0 | 0 | 1 | ||
| jorumycin | 2009 | 2021 | 9.0 | high | 0 | 0 | 0 | 1 | 0 | 1 | |||
| ecteinascidin 770 | 2003 | 2003 | 21.0 | medium | 0 | 0 | 0 | 1 | 0 | 0 | |||
| jorunnamycin a | isoquinolines | 2009 | 2009 | 15.0 | medium | 0 | 0 | 0 | 1 | 0 | 0 |
| Condition | Indicated | Studies | First Year | Last Year | Average Age | Relationship Strength | Trials | pre-1990 | 1990's | 2000's | 2010's | post-2020 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Benign Neoplasms | 0 | 2021 | 2021 | 3.0 | low | 0 | 0 | 0 | 0 | 0 | 1 | |
| Breast Cancer | 0 | 2009 | 2019 | 10.0 | low | 0 | 0 | 0 | 1 | 1 | 0 | |
| Breast Neoplasms | 0 | 2009 | 2019 | 10.0 | low | 0 | 0 | 0 | 1 | 1 | 0 | |
| Cancer of Colon | 0 | 2009 | 2009 | 15.0 | low | 0 | 0 | 0 | 1 | 0 | 0 | |
| Cancer of Lung | 0 | 2011 | 2021 | 7.6 | high | 0 | 0 | 0 | 0 | 8 | 1 | |
| Carcinoma | 0 | 2009 | 2009 | 15.0 | low | 0 | 0 | 0 | 1 | 0 | 0 | |
| Carcinoma, Anaplastic | 0 | 2009 | 2009 | 15.0 | low | 0 | 0 | 0 | 1 | 0 | 0 | |
| Carcinoma, Non-Small Cell Lung | 0 | 2011 | 2020 | 7.8 | medium | 0 | 0 | 0 | 0 | 5 | 0 | |
| Carcinoma, Non-Small-Cell Lung | 0 | 2011 | 2020 | 7.8 | medium | 0 | 0 | 0 | 0 | 5 | 0 | |
| Colonic Neoplasms | 0 | 2009 | 2009 | 15.0 | low | 0 | 0 | 0 | 1 | 0 | 0 | |
| Lung Neoplasms | 0 | 2011 | 2021 | 7.6 | high | 0 | 0 | 0 | 0 | 8 | 1 | |
| Necrosis | 0 | 2013 | 2013 | 11.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
| Neoplasms | 0 | 2021 | 2021 | 3.0 | low | 0 | 0 | 0 | 0 | 0 | 1 |
| Article | Year |
|---|---|
| Chemistry of Renieramycins. 15. Synthesis of 22-O-Ester Derivatives of Jorunnamycin A and Their Cytotoxicity against Non-Small-Cell Lung Cancer Cells. Journal of natural products, , 08-26, Volume: 79, Issue:8 | 2016 |
| Chemistry of renieramycins. Part 8: synthesis and cytotoxicity evaluation of renieramycin M-jorunnamycin A analogues. Bioorganic & medicinal chemistry, , Jul-01, Volume: 17, Issue:13 | 2009 |