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Chemistry World June 2009 Paul Docherty |
Column: Totally Synthetic With potent bacteria-beating activity, it's no surprise that kendomycin has recently grabbed quite a bit of attention. |
Chemistry World April 2010 Paul Docherty |
Column: Totally Synthetic When one attempts the first synthesis of a natural product, the set of challenges are often unknown; which intermediates are either inaccessible or unstable, for instance. |
Chemistry World April 2012 Paul Docherty |
Column: Totally Synthetic Detecting rearrangements still seems like an abstract ability for aspiring synthetic chemists. Erick Carreira's synthesis of indoxamycin B is a great case in point, employing two rearrangement reactions. |
Chemistry World August 2011 Paul Docherty |
Column: Totally Synthetic Yuanhuapin, a fabulously complex member of the daphnane diterpene orthoester class of natural products, bears an astonishing twelve contiguous stereogenic centres around its seven rings (look closely!). |
Chemistry World October 2009 Paul Docherty |
Column: Totally Synthetic It's been a while since I've seen such a battle for the 'first publication' of a molecule as has recently been witnessed for haplophytine. |
Chemistry World July 2009 Paul Docherty |
Column: Totally Synthetic When it comes to making large natural products, different researchers will often propose identical 'end-game' strategies to complete the target. |
Chemistry World May 29, 2013 Paul Docherty |
Pactamycin A member of a 'rival' field stating that a molecule is 'inaccessible by synthetic organic chemistry' is like a red rag to the proverbial bull. This challenge surrounds analogs of pactamycin, a complex cyclopentane-based target with an exceptionally potent biological profile. |
Chemistry World February 2011 Paul Docherty |
Column: Totally Synthetic Although most of the natural products I've discussed have had biological activity at the core of the rationale for their synthesis, most organic chemists will admit that an unusual chemical structure is by far the stronger draw. |
Chemistry World April 2009 Paul Docherty |
Column: Totally Synthetic Perhaps the most frustrating part of being a synthetic chemist is the jealousy with which we must regard nature |
Chemistry World January 28, 2015 |
Rubriflordilactone A It's likely that organic chemists have been practicing retrosynthesis in one form or another for at least a century, and certainly for decades before E J Corey formalized the concept in the mid-1990s |
Chemistry World February 2012 Paul Docherty |
Column: Totally Synthetic Medium rings are a beguiling feature found in a host of natural products, owing to their behavioral oddities. |
Chemistry World January 15, 2015 Katrina Kramer |
Chemistry's toughest total synthesis challenge put on hold by lack of funds How many chemists does it take to synthesize a molecule? The answer is 20, at least when it comes to maitotoxin, quite possibly the toughest total synthesis challenge around. |
Chemistry World August 2008 Paul Docherty |
Column: Totally Synthetic Impersonating nature isn't easy, and biomimetic syntheses are remarkable in two senses. |
Chemistry World January 29, 2014 |
Organic matter: Indoxamycins A, C and F In 2012, Erick Carreira's group in Zurich reported the total synthesis of indoxamycin B. 1 This 24-step organometallic tour de force resulted in a structural reassignment and set the bar rather high for future work on this family. |
Chemistry World January 2011 Paul Docherty |
Column: Totally Synthetic Although the story is incomplete, the target is a worthy challenge - leiodolides A and B have powerful activity and selectivity against NI60 tumour cells, and may lead to therapeutic agents. |
Chemistry World January 2010 Paul Docherty |
Column: Totally Synthetic Of all the natural product classes, the steroid family are perhaps the most prevalent in the public consciousness; from cholesterol to testosterone, their infamy inflates the 'science bit' in countless advertisements. |
Chemistry World October 2010 Paul Docherty |
Barekoxide and barekol Like most scientists, organic chemists can often obsess about a problem, endlessly pursuing the perfect yield or enantioselectivity, often leading to tears and broken glassware. |
Chemistry World May 2012 Paul Docherty |
Column: Totally Synthetic Hopeanol and hopeahainol A |
Chemistry World November 2011 Paul Docherty |
Column: Totally Synthetic Gelsemoxonine has an extra four-membered azetidine ring, making for a considerable synthetic challenge. |
Chemistry World December 2009 Paul Docherty |
Column: Totally Synthetic What turns a good synthesis into a great synthesis are the steps surrounding that motif, something that Darren Dixon from the University of Oxford, UK, exemplifies with this synthesis of Nakadomarin A. |
Chemistry World October 2008 Paul Docherty |
Column: Totally Synthetic Samuel Danishefsky of Columbia University (and the Sloan-Kettering Institute for cancer research), has focused on function rather than family. His many synthetic conquests are unified by their cancer-busting potential. |
Chemistry World November 5, 2013 Paul Docherty |
Marcfortines B & C Natural product isolation is generally a tale of a journey to an obscure or inaccessible location, followed by pulping a harmless plant or marine sponge to get at compounds made by some bacteria hiding out in the core. |
Chemistry World November 27, 2008 Lewis Brindley |
Bryostatin Synthesis Made Simple US chemists have dramatically shortened the synthesis of byrostatin 16, one of a family of natural products that show promising activity against cancer but can't easily be extracted from nature or made artificially. |
Chemistry World December 2008 Paul Docherty |
Column: Totally Synthetic Pseudolaric acid B: regular readers of this column's online incarnation will have noticed that this is the second appearance for this particular synthesis. |
Chemistry World October 31, 2012 Paul Docherty |
Epicoccin G The class of natural products known as 2,5-diketopiperazines is both broad and synthetically well-trodden. An important sub-class of these targets are found with a sprinkling of sulfur atoms, and seem particularly well-suited to pathogen-bashing. |
Chemistry World July 2008 Paul Docherty |
Column: Totally Synthetic The target is hypocrellin A, which couldn't look much less like last month's callipeltoside A. Even a casual glance reveals one intriguing feature of this target - the fact it exists in equilibrium with an isomer. |
Chemistry World October 13, 2006 Richard Van Noorden |
Fastest Synthesis in the West A promising antibiotic with a novel mechanism of action has been synthesized for the first time -- and with impressive speed. |
Chemistry World September 2009 Paul Docherty |
Column: Totally Synthetic Maduropeptin chromophore (the active component of a chromopore-protein complex, noted as for its potent antitumor and antibiotic activity) is built of two distinct domains |
Chemistry World November 16, 2012 Yuandi Li |
(+)-Myrrhanol C made Spanish chemists have completed the stereospecific total synthesis of (+)-myrrhanol C. This compound is a natural triterpene isolated from mastic gum, a substance well known for its medicinal properties as well as use in various cuisines. |
Chemistry World August 30, 2009 Phillip Broadwith |
C-H oxidation proves its worth US researchers are going against the grain of total synthesis and developing new approaches to complex molecules. |
Chemistry World November 2010 Paul Docherty |
Column: Totally Synthetic Perhaps the most familiar (and dull - they do say that familiarity breeds contempt.) chemical reaction to medicinal chemists is the amide bond formation. |
Chemistry World June 2010 Paul Docherty |
Column: Totally Synthetic Although its chemistry is mature and varied, my use of silicon reagents in my synthetic forays has been limited to a somewhat clumsy use of hydroxyl protecting groups. |
Chemistry World May 8, 2014 |
Mandelalide A The recent synthesis of the proposed structure of mandelalide A is a good example of a well-designed route that seamlessly integrates some cutting-edge chemistry. |
Chemistry World January 2, 2013 Paul Docherty |
Flueggine A One of the most prolific sources of biologically active natural products is traditional medicines -- whose active components can be exceptionally potent. The Euphorbiaceae family of plants is a productive source of medicinal targets, including the Securinega alkaloids. |
Chemistry World April 2011 Paul Docherty |
Column: Totally Synthetic Reactions in the synthesis of guanacastepene N. Discovered in fungi growing on trees in the Guanacaste conservation area in Costa Rica, several syntheses of this family have appeared in the decade since their isolation. |
Chemistry World June 1, 2012 Paul Docherty |
atrop-Abyssomicin C This member of the abyssomicin family is the only one to achieve bacteria-bashing prowess, and is also the only one to feature atropisomerism -- a relatively unusual form of stereoisomerism in naturally occurring species |
Chemistry World March 2012 Paul Docherty |
Column: Totally Synthetic Ring strain is a fascinating phenomenon - one that is best understood with plastic modelling kits, wearing safety specs for ring sizes of four or less. |
Chemistry World February 2009 Paul Docherty |
Column: Totally Synthetic The farming squeeze has renewed interest in compounds with anti-insect abilities, especially those known for their activity against specific pests. |
Chemistry World March 25, 2011 Simon Hadlington |
New synthesis for chiral anticancer compound The promising anticancer compound nutlin-3 is likely to become more widely available to researchers thanks to a new synthetic protocol developed by US chemists. |
Chemistry World October 29, 2014 |
Lycopodium alkaloids Not all natural products are created equal. A glance at the total synthesis literature from the past decade is enough to discover that some molecules attract a lot more attention than others. |
Chemistry World July 1, 2012 Paul Docherty |
Vincorine Cage-structured natural products are some of the most appealing (if perhaps not appetising) targets for organic chemists -- perhaps due to their obvious intricacy of form, but also because of their structural rigidity. |
Chemistry World May 29, 2015 Derek Lowe |
Magic molecule modifiers The synthesis of a new organic molecule can be approached in several ways. |
Chemistry World December 2010 Paul Docherty |
Column: Totally Synthetic In a conversation at the beginning of this year, a friend and I considered the most challenging targets available to the total-synthesizer - and maoecrystal V was at the top of the list. |
Chemistry World July 27, 2015 |
(--)-Jiadifenolide I believe that Ryan Shenvi's could well be the last synthesis we see of the popular neurotrophic agent jiadifenolide, at least for some time. |
Chemistry World February 2010 Paul Docherty |
Column: Totally Synthetic Palau'amine is an alkaloid which has stubbornly held off synthesis for over 15 years. Its nemesis comes in the form of Phil Baran at the Scripps Research Institute, La Jolla, US. |
Chemistry World July 2011 Paul Docherty |
Column: Totally Synthetic At first glance rippertenol looks a mere hop-skip-and-jump from its parent. However, a more careful examination reveals a stray methyl group at C1, complicating the synthesis of an already tricky target. |
Chemistry World May 2011 Paul Docherty |
Column: Totally Synthetic The ability to understand molecular structure is perhaps both our greatest skill and largest encumbrance as scientists. A quick glance at the structure of a target such as nanolobatolide tells us much about its connectivity and the manner in which it might react. |
Chemistry World April 2007 Derek Lowe |
Opinion: In the Pipeline Natural products can be ridiculously complicated. The sheer difficulty of the enterprise is traditionally what made pharmaceutical companies hire people who had worked in total synthesis. But, is total synthesis research still worth the effort? |
Chemistry World August 29, 2012 Paul Docherty |
Amphidinolide F We're plunging into the marine depths to find natural products with prodigious biological activity. The amphidinolide family comprises over 30 members, varying in architecture but (almost) all featuring a complex and highly decorated macrolactone ring at the core. |
Chemistry World July 14, 2011 Simon Hadlington |
Natural Products Made Via a Single Parent Molecule Chemists in the US have taken inspiration from nature to devise a new concept for rapidly and efficiently synthesising structurally diverse natural products from a single common precursor. |