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Total synthesis of bottromycin A2 can be accomplished through a diastereoselective Mannich reaction of a chiral sulfinamide, mercury-mediated intermolecular amidination, and cyclization of a constrained tetracyclic peptide. Exploitation of this process allowed the synthesis of several novel bottromycin analogs. The antimicrobial activity of these analogs was evaluated in vitro against Gram-positive bacteria, such as methicillin resistant Staphylococcus aureus (MRSA) and vancomycin resistant enterococci (VRE). Structure–activity relationships were explored taking into consideration the unique three-dimensional structure of the compounds. Notably, one of the new analogs devoid of a methyl ester, which is known to lower the in vivo efficacy of bottromycin, exhibited antibacterial bioactivity comparable to that of vancomycin.

To clarify the effects of space environment on mechanical properties of polymer, exposure experiments were conducted utilizing the International Space Station Russian Service Module. Poly‐ether‐ether‐ketone (PEEK) films under tensile stress were exposed to low Earth orbit (LEO) environment, and reference samples were irradiated with atomic oxygen (AO), electron beam (EB), and ultraviolet light (UV) in ground facilities. By comparing the results of flight and ground tests, the degradation behavior and the influential factors in LEO were investigated. The following results were obtained. (1) UV was found to be the harshest factor in LEO on tensile properties, since it decreased elongation to 15% of pristine sample after 46‐months exposure. (2) AO in LEO eroded the specimen surface with a cone‐like morphology and reduced the thickness; however, it had no significant effect on tensile properties. (3) EB irradiation in LEO had no measurable effects on the material properties.

The first total synthesis of chloropeptin II (1, complestatin) is disclosed. Key elements of the approach include the use of an intramolecular Larock indole synthesis for the initial macrocyclization, adopting conditions that permit utilization of a 2-bromoaniline, incorporating a terminal alkyne substituent (-SiEt(3)) that sterically dictates the indole cyclization regioselectivity, and benefiting from an aniline protecting group (-Ac) that enhances the atropdiastereoselectivity and diminishes the strained indole reactivity toward subsequent electrophilic reagents. Not only did this key reaction provide the fully functionalized right-hand ring system of 1 in superb conversion (89%) and good atropdiastereoselectivity (4:1 R:S), but it also represents the first reported example of what will prove to be a useful Larock macrocyclization strategy. Subsequent introduction of the left-hand ring system enlisting an aromatic nucleophilic substitution reaction for macrocyclization with biaryl ether formation completed the assemblage of the core bicyclic structure of 1. Intrinsic in the design of the approach and by virtue of the single-step acid-catalyzed conversion of chloropeptin II (1) to chloropeptin I (2), the route also provides a total synthesis of 2.

Polymermaterials exposed to a space environment exhibit strongly degraded properties because of environmental factors, for example, atomic oxygen, vacuum ultraviolet, and radiation. In addition, the degradation of polymer materials can be accelerated because of the synergistic effects of these environmental factors. For designing highreliability spacecraft, it is important to understand precisely the polymer materials’ degradation. In this report, the synergistic effects of atomic oxygen and vacuum ultraviolet on polyimide films, Kapton H, and silver-coated fluorinated ethylene propylenefilmswere investigated through comparison of the degradation behaviors after single, sequential, and simultaneous irradiations. For both materials, there was no significant change attributed to the synergistic effects in erosion yield and thermo-optical properties. However, the surface morphology of silver-coated fluorinated ethylene propylene changed substantially depending on the irradiationmethod. Surfaces of silver-coated fluorinated ethylene propylene were eroded by atomic oxygen, but were smoothed by vacuum ultraviolet. The surface morphology after sequential irradiations differed depending on the irradiation sequence. A rougher surface with low blunt cones was produced after simultaneous irradiation because of the interaction of the erosion by atomic oxygen attacks and smoothing by vacuum ultraviolet irradiation. This report also describes the measurement methods for fluence of each beam under simultaneous irradiation.