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Chemistry World August 2008 Paul Docherty |
Column: Totally Synthetic Impersonating nature isn't easy, and biomimetic syntheses are remarkable in two senses. |
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 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 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 August 2010 Paul Docherty |
Column: Totally Synthetic The total synthesis of macrolide targets is now a relatively mature field. Any synthesis that bucks these trends grabs attention, with a recent publication of dictyosphaeric acid A by Richard Taylor's team at the University of York, UK, a case in point. |
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 November 2, 2015 |
Batzelladine B Of all the diverse substances that nature produces, the alkaloids -- small molecules containing basic nitrogen -- have had the greatest impact on human history and health. |
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, 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 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 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 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 June 27, 2013 Paul Docherty |
Bolivianine The still-growing and insanely diverse class of terpene natural products is probably responsible for a considerable number of undergraduate headaches. |
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 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 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 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 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 May 2010 Paul Docherty |
Column: Totally Synthetic In the case of englerin A, the synthetic strategies used by Dawei Ma's group at the Chinese Academy of Sciences, Shanghai, China, 1 and Antonio Echavarren's team at Rovira and Virgili University, Tarragona, Spain, 2 are extremely similar. |
Chemistry World August 25, 2011 David Barden |
Rapid Route to Huperzine A US chemists have devised an efficient synthesis of a natural product with great potential as a protectant against chemical warfare agents and in the treatment of Alzheimer's disease. |
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 January 2009 Paul Docherty |
Column: Totally Synthetic In the search for new biologically active natural products, sometimes a team isolating a new compound family will be lucky enough to find one active member. |
Chemistry World November 27, 2012 Paul Docherty |
Pentalenolactone A methyl ester One team that really gets the Pauson -- Khand reaction or the PKR and all its nuances is that led by Zhen Yang at Peking University in Beijing, China. They recently published a very neat synthesis of the intricate pentalenolactone |
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 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 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 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 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 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 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 February 28, 2013 Paul Docherty |
Lyconadin A Since its isolation from the clubmoss Lycopodium complanatum in 2001, lyconadina A has been party to three total syntheses. All that interest stems from anti-Alzheimer's activity attributed to the lycopodium family. |
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 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 September 2008 Paul Docherty |
Column: Totally Synthetic The need to discover new antibiotics to treat resistant strains of bacteria is a well- documented and discussed challenge for chemists. |
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 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 October 1, 2012 Paul Docherty |
Prostaglandin F2I There's been no shortage of grant funding for synthetic chemistry of the prostaglandins, keeping some of the finest minds in organic chemistry engaged over the last five decades. |
Chemistry World June 29, 2015 |
Organic odysseys Valuable compounds often come from the strangest places, and in such small concentrations that synthetic chemistry has to step up. |
Chemistry World December 20, 2007 Richard Van Noorden |
Off-the-Peg Organic Synthesis Goes Commercial Chemists have created an efficient way to make small molecules by repeatedly using just one coupling reaction to clip together pre-prepared chemical fragments is going commercial. |
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 November 2007 Dylan Stiles |
Column: Bench Monkey Total synthesis is not immune to the vagaries of fickle fashion. |
Chemistry World August 30, 2007 James Mitchell Crow |
Toxins' Synthesis Secret Cracked US chemists have discovered that using water instead of organic solvents is the key to understanding how algae make toxins called ladder polyethers. |
Chemistry World July 30, 2013 Paul Docherty |
Melotenine A Chirality, where would we be without you? Often the bane of the synthetic chemist's life, the challenge of asymmetry is perhaps what makes total synthesis so endlessly intriguing. |
Chemistry World September 2011 Paul Docherty |
Column: Totally Synthetic Corey Stephenson of Boston University is an expert a type of reaction called photochemical reduction-oxidation. He has charmed photons into performing many chemical tricks, but one is a photoredox dehalogenation using blue light and a ruthenium bipyridyl catalyst. |
Chemistry World July 30, 2014 |
Psylloborine A It's a somewhat surprising assertion that almost a fifth of natural products are thought to include a dimerization step somewhere in their biosynthesis. |
Chemistry World July 27, 2012 Paul Docherty |
Marinomycin A Faced with the term 'polymer', most people would consider man-made materials, primarily plastics as typical examples. However, as in so many cases, nature was ahead of chemists, as oligomeric and polymeric materials abound in life. |
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 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 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. |