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X Demographics
Mendeley readers
Attention Score in Context
| Title |
Catalyst-Controlled Stereoselective Synthesis Secures the Structure of the Antimalarial Isocyanoterpene Pustulosaisonitrile‑1
|
|---|---|
| Published in |
Journal of Organic Chemistry, November 2017
|
| DOI | 10.1021/acs.joc.7b02421 |
| Pubmed ID | |
| Authors |
Andrew M. White, Kathy Dao, Darius Vrubliauskas, Zef A. Könst, Gregory K. Pierens, Attila Mándi, Katherine T. Andrews, Tina S. Skinner-Adams, Mary E. Clarke, Patrick T. Narbutas, Desmond C.-M. Sim, Karen L. Cheney, Tibor Kurtán, Mary J. Garson, Christopher D. Vanderwal |
| Abstract |
Three new isocyano diterpenes (5-7) have been characterized from Australian specimens of the nudibranch Phyllidiella pustulosa. The planar structure and (3R,6S,7R) absolute configuration of pustulosaisonitrile-1 were deduced by spectroscopic analyses at 900 MHz informed by molecular modeling, DFT calculations and computational NMR chemical shift predictions; and by comparison of experimental electronic circular dichroism (ECD) data with TDDFT-ECD calculations for the truncated model compound 8. A catalyst-controlled enantio- and diastereoselective total synthesis of the two most likely diastereomeric candidates for the structure of 5 solidified its (3R,6S,7R,10S,11R,14R) absolute configuration. Three individual enantioselective methods provided stereochemical control at key positions, permitting an unambiguous final structural assignment. Isocyanide 5, and synthetic diastereomers 5a and 5c showed activity against Plasmodium falciparum malaria parasites (IC50 ~1 μM). |
X Demographics
The data shown below were collected from the profiles of 5 X users who shared this research output. Click here to find out more about how the information was compiled.
Geographical breakdown
| Country | Count | As % |
|---|---|---|
| Australia | 1 | 20% |
| Serbia | 1 | 20% |
| United States | 1 | 20% |
| Unknown | 2 | 40% |
Demographic breakdown
| Type | Count | As % |
|---|---|---|
| Members of the public | 4 | 80% |
| Scientists | 1 | 20% |
Mendeley readers
The data shown below were compiled from readership statistics for 41 Mendeley readers of this research output. Click here to see the associated Mendeley record.
Geographical breakdown
| Country | Count | As % |
|---|---|---|
| Unknown | 41 | 100% |
Demographic breakdown
| Readers by professional status | Count | As % |
|---|---|---|
| Student > Ph. D. Student | 10 | 24% |
| Researcher | 8 | 20% |
| Student > Bachelor | 5 | 12% |
| Student > Master | 4 | 10% |
| Student > Doctoral Student | 3 | 7% |
| Other | 7 | 17% |
| Unknown | 4 | 10% |
| Readers by discipline | Count | As % |
|---|---|---|
| Chemistry | 22 | 54% |
| Agricultural and Biological Sciences | 4 | 10% |
| Biochemistry, Genetics and Molecular Biology | 3 | 7% |
| Unspecified | 2 | 5% |
| Immunology and Microbiology | 1 | 2% |
| Other | 2 | 5% |
| Unknown | 7 | 17% |
Attention Score in Context
This research output has an Altmetric Attention Score of 4. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 06 June 2018.
All research outputs
#7,899,670
of 25,382,440 outputs
Outputs from Journal of Organic Chemistry
#10,159
of 28,613 outputs
Outputs of similar age
#144,279
of 446,708 outputs
Outputs of similar age from Journal of Organic Chemistry
#32
of 123 outputs
Altmetric has tracked 25,382,440 research outputs across all sources so far. This one has received more attention than most of these and is in the 68th percentile.
So far Altmetric has tracked 28,613 research outputs from this source. They receive a mean Attention Score of 4.5. This one has gotten more attention than average, scoring higher than 64% of its peers.
Older research outputs will score higher simply because they've had more time to accumulate mentions. To account for age we can compare this Altmetric Attention Score to the 446,708 tracked outputs that were published within six weeks on either side of this one in any source. This one has gotten more attention than average, scoring higher than 67% of its contemporaries.
We're also able to compare this research output to 123 others from the same source and published within six weeks on either side of this one. This one has gotten more attention than average, scoring higher than 73% of its contemporaries.